Rational Design of a Near-infrared Fluorescent Material with High Solid-state Efficiency, Aggregation-induced Emission and Live Cell Imaging Property

doi:10.1007/s40242-022-2046-5

高等学校化学研究 ›› 2022, Vol. 38 ›› Issue (6): 1461-1466.doi: 10.1007/s40242-022-2046-5

Rational Design of a Near-infrared Fluorescent Material with High Solid-state Efficiency, Aggregation-induced Emission and Live Cell Imaging Property

SHANG Anqi¹, ZHAO Lele^1,2, LI Zhenhua¹, CHENG Zhuang¹, JIN Haixu¹, FENG Zijun¹, CHEN Zhijun¹, ZHANG Haiquan², LU Ping¹

1. State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, P. R. China;
2. State Key Laboratory of Metastable Materials Science and Technology, Yanshan University, Qinhuangdao 066004, P. R. China

收稿日期:2022-02-07 出版日期:2022-12-01 发布日期:2022-12-06
通讯作者: LU Ping, CHEN Zhijun E-mail:lup@jlu.edu.cn;zchen@jlu.edu.cn
基金资助:
This work was supported by the National Natural Science Foundation of China (No.22075100).

Rational Design of a Near-infrared Fluorescent Material with High Solid-state Efficiency, Aggregation-induced Emission and Live Cell Imaging Property

SHANG Anqi¹, ZHAO Lele^1,2, LI Zhenhua¹, CHENG Zhuang¹, JIN Haixu¹, FENG Zijun¹, CHEN Zhijun¹, ZHANG Haiquan², LU Ping¹

1. State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, P. R. China;
2. State Key Laboratory of Metastable Materials Science and Technology, Yanshan University, Qinhuangdao 066004, P. R. China

Received:2022-02-07 Online:2022-12-01 Published:2022-12-06
Contact: LU Ping, CHEN Zhijun E-mail:lup@jlu.edu.cn;zchen@jlu.edu.cn
Supported by:
This work was supported by the National Natural Science Foundation of China (No.22075100).

摘要/Abstract

摘要： Near-infrared(NIR) fluorescent materials with high photoluminescent quantum yields(PLQYs) have wide application prospects. Therefore, we design and synthesize a D-A type NIR organic molecule, TPATHCNE, in which triphenylamine and thiophene are utilized as the donors and fumaronitrile is applied as the acceptor. We systematically investigate its molecular structure and photophysical property. TPATHCNE shows high T_gof 110℃ and T_d of 385℃ and displays an aggregation-induced emission(AIE) property. A narrow optical bandgap of 1.65 eV is obtained. The non-doped film of TPATHCNE exhibits a high PLQY of 40.3% with an emission peak at 732 nm, which is among the best values of NIR emitters. When TPATHCNE is applied in organic light-emitting diode(OLED), the electroluminescent peak is located at 716 nm with a maximum external quantum efficiency of 0.83%. With the potential in cell imaging, the polystyrene maleic anhydride(PMSA) modified TPATHCNE nanoparticles(NPs) emit strong fluorescence when labeling HeLa cancer cells, suggesting that TPATHCNE can be used as a fluorescent carrier for specific staining or drug delivery for cellular imaging. TPATHCNE NPs fabricated by bovine serum protein(BSA) are cultivated with mononuclear yeast cells, and the intense intracellular red fluorescence indicates that it can be adopted as a specific stain for imaging.

关键词: Near-infrared emission, Aggregation-induced emission, High solid-state efficiency, Organic light-emitting diode

Abstract: Near-infrared(NIR) fluorescent materials with high photoluminescent quantum yields(PLQYs) have wide application prospects. Therefore, we design and synthesize a D-A type NIR organic molecule, TPATHCNE, in which triphenylamine and thiophene are utilized as the donors and fumaronitrile is applied as the acceptor. We systematically investigate its molecular structure and photophysical property. TPATHCNE shows high T_gof 110℃ and T_d of 385℃ and displays an aggregation-induced emission(AIE) property. A narrow optical bandgap of 1.65 eV is obtained. The non-doped film of TPATHCNE exhibits a high PLQY of 40.3% with an emission peak at 732 nm, which is among the best values of NIR emitters. When TPATHCNE is applied in organic light-emitting diode(OLED), the electroluminescent peak is located at 716 nm with a maximum external quantum efficiency of 0.83%. With the potential in cell imaging, the polystyrene maleic anhydride(PMSA) modified TPATHCNE nanoparticles(NPs) emit strong fluorescence when labeling HeLa cancer cells, suggesting that TPATHCNE can be used as a fluorescent carrier for specific staining or drug delivery for cellular imaging. TPATHCNE NPs fabricated by bovine serum protein(BSA) are cultivated with mononuclear yeast cells, and the intense intracellular red fluorescence indicates that it can be adopted as a specific stain for imaging.

Key words: Near-infrared emission, Aggregation-induced emission, High solid-state efficiency, Organic light-emitting diode

SHANG Anqi, ZHAO Lele, LI Zhenhua, CHENG Zhuang, JIN Haixu, FENG Zijun, CHEN Zhijun, ZHANG Haiquan, LU Ping. Rational Design of a Near-infrared Fluorescent Material with High Solid-state Efficiency, Aggregation-induced Emission and Live Cell Imaging Property[J]. 高等学校化学研究, 2022, 38(6): 1461-1466.

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Rational Design of a Near-infrared Fluorescent Material with High Solid-state Efficiency, Aggregation-induced Emission and Live Cell Imaging Property

Rational Design of a Near-infrared Fluorescent Material with High Solid-state Efficiency, Aggregation-induced Emission and Live Cell Imaging Property

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