Computational Design Strategy for Aggregation-Induced Emission Luminogens: Modulating the S<sub>1</sub>/S<sub>0</sub> Minimum Energy Conical Intersection of Anthracene Derivatives through Substituent Effects

Aggregation-induced emission (AIE) has become a key focus in luminescent material development, with substituent modulation being a critical strategy for expanding AIE systems. The S<sub>1</sub>/S<sub>0</sub> minimum energy conical intersection (MECI) significantly influences molecular photophysical properties, making it essential for understanding the AIE phenomenon. Here, we employ anthracene derivatives, known for their chemical versatility and applications in organic light-emitting diodes (OLEDs), to systematically investigate the effects of substituents on the S<sub>1</sub>/S<sub>0</sub>-MECI. We select 22 anthracene derivatives with varied electron-donating and electron-withdrawing substituents and explore their impacts on the S<sub>1</sub>/S<sub>0</sub>-MECI relative energy and molecular structure. Our findings reveal that strong electron-donating or electron-withdrawing groups at the C9-position effectively lower the S<sub>1</sub>/S<sub>0</sub>-MECI relative energy of the gaseous phase singly substituted anthracene derivatives, thus enhancing the AIE phenomenon of such molecules. Additionally, doubly substituted derivatives on the same ring also slightly reduce the S<sub>1</sub>/S<sub>0</sub>-MECI relative energy of the isolated molecule. Based on these insights, we propose a novel AIE molecular design strategy focusing on modulating S<sub>1</sub>/S<sub>0</sub>-MECI through strategic substituent selection, leading to the identification of 24 AIEgens candidates among 81 anthracene derivatives. In summary, our study provides a systematic approach to designing AIE molecules by modulating the S<sub>1</sub>/S<sub>0</sub>-MECI through a substituent effect. The validity of this strategy is confirmed using the 9-tBu-Ant molecule with quantitative calculations.

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Journal
Journal of Chemical Theory and Computation
Published
2025-04-25
DOI
https://doi.org/10.1021/acs.jctc.5c00231
Primary Topic
Luminescence and Fluorescent Materials
Type
article
Field-Weighted Citation Impact
0.00

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article

Computational Design Strategy for Aggregation-Induced Emission Luminogens: Modulating the S1/S0 Minimum Energy Conical Intersection of Anthracene Derivatives through Substituent Effects

Zhigang Shuai, Qi Ou, Ping‐An Yin
Journal of Chemical Theory and Computation
Luminescence and Fluorescent Materials
article

Computational Design Strategy for Aggregation-Induced Emission Luminogens: Modulating the S1/S0 Minimum Energy Conical Intersection of Anthracene Derivatives through Substituent Effects

Zhigang Shuai, Qi Ou, Ping‐An Yin
article en

Abstract

Aggregation-induced emission (AIE) has become a key focus in luminescent material development, with substituent modulation being a critical strategy for expanding AIE systems. The S<sub>1</sub>/S<sub>0</sub> minimum energy conical intersection (MECI) significantly influences molecular photophysical properties, making it essential for understanding the AIE phenomenon. Here, we employ anthracene derivatives, known for their chemical versatility and applications in organic light-emitting diodes (OLEDs), to systematically investigate the effects of substituents on the S<sub>1</sub>/S<sub>0</sub>-MECI. We select 22 anthracene derivatives with varied electron-donating and electron-withdrawing substituents and explore their impacts on the S<sub>1</sub>/S<sub>0</sub>-MECI relative energy and molecular structure. Our findings reveal that strong electron-donating or electron-withdrawing groups at the C9-position effectively lower the S<sub>1</sub>/S<sub>0</sub>-MECI relative energy of the gaseous phase singly substituted anthracene derivatives, thus enhancing the AIE phenomenon of such molecules. Additionally, doubly substituted derivatives on the same ring also slightly reduce the S<sub>1</sub>/S<sub>0</sub>-MECI relative energy of the isolated molecule. Based on these insights, we propose a novel AIE molecular design strategy focusing on modulating S<sub>1</sub>/S<sub>0</sub>-MECI through strategic substituent selection, leading to the identification of 24 AIEgens candidates among 81 anthracene derivatives. In summary, our study provides a systematic approach to designing AIE molecules by modulating the S<sub>1</sub>/S<sub>0</sub>-MECI through a substituent effect. The validity of this strategy is confirmed using the 9-tBu-Ant molecule with quantitative calculations.

Journal of Chemical Theory and ComputationVol. 21(9)
Sinopec (China) (CN), Chinese University of Hong Kong (HK), Sinopec Research Institute of Petroleum Processing, Tsinghua University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Guangdong Province, China Petrochemical Corporation
Affordable and clean energy
Openalex Percentile: Top 94%
Luminescence and Fluorescent Materials
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