Exploration and elaboration of photo-induced proton transfer dynamical mechanism for novel 2-[1,3]dithian-2-yl-6-(7aH-indol-2-yl)-phenol sensor

doi:10.1088/1674-1056/ab8208

中国物理B ›› 2020, Vol. 29 ›› Issue (5): 53102-053102.doi: 10.1088/1674-1056/ab8208

• SPECIAL TOPIC—Recent advances in thermoelectric materials and devices • 上一篇下一篇

Exploration and elaboration of photo-induced proton transfer dynamical mechanism for novel 2-[1,3]dithian-2-yl-6-(7aH-indol-2-yl)-phenol sensor

Lei Xu(许磊), Tian-Jie Zhang(张天杰), Qiao-Li Zhang(张巧丽), Da-Peng Yang(杨大鹏)

1 School of Physics and Electronics, North China University of Water Resources and Electronic Power, Zhengzhou 450046, China;
2 Collaborative Innovation Center of Light Manipulations and Applications, Shandong Normal University, Jinan 250358, China

收稿日期:2020-01-12 修回日期:2020-02-23 出版日期:2020-05-05 发布日期:2020-05-05
通讯作者: Da-Peng Yang E-mail:dpyang_ncwu@163.com
基金资助:
Project supported by the National Natural Science Foundation of China (Grant No. 11574083).

Exploration and elaboration of photo-induced proton transfer dynamical mechanism for novel 2-[1,3]dithian-2-yl-6-(7aH-indol-2-yl)-phenol sensor

Lei Xu(许磊)¹, Tian-Jie Zhang(张天杰)¹, Qiao-Li Zhang(张巧丽)¹, Da-Peng Yang(杨大鹏)^1,2

1 School of Physics and Electronics, North China University of Water Resources and Electronic Power, Zhengzhou 450046, China;
2 Collaborative Innovation Center of Light Manipulations and Applications, Shandong Normal University, Jinan 250358, China

Received:2020-01-12 Revised:2020-02-23 Online:2020-05-05 Published:2020-05-05
Contact: Da-Peng Yang E-mail:dpyang_ncwu@163.com
Supported by:
Project supported by the National Natural Science Foundation of China (Grant No. 11574083).

摘要/Abstract

摘要： In this work, we theoretically probe into the photo-induced hydrogen bonding effects between S0 state and S1 state as well as the excited state intramolecular proton transfer (ESIPT) behavior for a novel 2-[1,3]dithian-2-yl-6-(7 aH-indol-2-yl)-phenol (DIP) probe system. We first study the ground-state hydrogen bonding O-H…N behavior for DIP. Then we analyze the primary geometrical parameters (i.e., bond length, bond angle, and infrared (IR) stretching vibrational mode) involved in hydrogen bond, and confirm that the O-H…N of DIP should be strengthened in the first excited state. It is the significant prerequisite for ESIPT reaction. Combining the frontier molecular orbitals (MOs) with vertical excitation analyses, the intramolecular charge transfer (ICT) phenomenon can be found for the DIP system, which reveals that the charge redistribution facilitates ESIPT behavior. By constructing potential energy curves for DIP along the ESIPT reactional orientation, we obtain quite a small energy barrier (3.33 kcal/mol) and affirmed that the DIP molecule undergoes ultrafast ESIPT process once it is excited to the S1 state and quickly transfers its proton, forming DIP-keto tautomer. That is why no fluorescence of DIP can be observed in experiment, which further reveals the ultrafast ESIPT mechanism proposed in this work.

关键词: intramolecular charge transfer, ESIPT, molecular electrostatic potential, potential energy curves

Abstract: In this work, we theoretically probe into the photo-induced hydrogen bonding effects between S0 state and S1 state as well as the excited state intramolecular proton transfer (ESIPT) behavior for a novel 2-[1,3]dithian-2-yl-6-(7 aH-indol-2-yl)-phenol (DIP) probe system. We first study the ground-state hydrogen bonding O-H…N behavior for DIP. Then we analyze the primary geometrical parameters (i.e., bond length, bond angle, and infrared (IR) stretching vibrational mode) involved in hydrogen bond, and confirm that the O-H…N of DIP should be strengthened in the first excited state. It is the significant prerequisite for ESIPT reaction. Combining the frontier molecular orbitals (MOs) with vertical excitation analyses, the intramolecular charge transfer (ICT) phenomenon can be found for the DIP system, which reveals that the charge redistribution facilitates ESIPT behavior. By constructing potential energy curves for DIP along the ESIPT reactional orientation, we obtain quite a small energy barrier (3.33 kcal/mol) and affirmed that the DIP molecule undergoes ultrafast ESIPT process once it is excited to the S1 state and quickly transfers its proton, forming DIP-keto tautomer. That is why no fluorescence of DIP can be observed in experiment, which further reveals the ultrafast ESIPT mechanism proposed in this work.

Key words: intramolecular charge transfer, ESIPT, molecular electrostatic potential, potential energy curves

中图分类号: (Time-dependent density functional theory)

31.15.ee

31.15.ae (Electronic structure and bonding characteristics) 31.15.es (Applications of density-functional theory (e.g., to electronic structure and stability; defect formation; dielectric properties, susceptibilities; viscoelastic coefficients; Rydberg transition frequencies))

许磊, 张天杰, 张巧丽, 杨大鹏. Exploration and elaboration of photo-induced proton transfer dynamical mechanism for novel 2-[1,3]dithian-2-yl-6-(7aH-indol-2-yl)-phenol sensor[J]. 中国物理B, 2020, 29(5): 53102-053102.

Lei Xu(许磊), Tian-Jie Zhang(张天杰), Qiao-Li Zhang(张巧丽), Da-Peng Yang(杨大鹏). Exploration and elaboration of photo-induced proton transfer dynamical mechanism for novel 2-[1,3]dithian-2-yl-6-(7aH-indol-2-yl)-phenol sensor[J]. Chin. Phys. B, 2020, 29(5): 53102-053102.

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Exploration and elaboration of photo-induced proton transfer dynamical mechanism for novel 2-[1,3]dithian-2-yl-6-(7aH-indol-2-yl)-phenol sensor

Exploration and elaboration of photo-induced proton transfer dynamical mechanism for novel 2-[1,3]dithian-2-yl-6-(7aH-indol-2-yl)-phenol sensor

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