Aggregation‐Induced Emission Properties of Atypical Aliphatic‐Chain‐Linked Siloxanes‐Containing Phosphonate Esters

Phosphonate compounds have been proposed as atypical chromophores, but their luminescence properties, especially in combination with flexible aliphatic chains, remain underexplored. In this study, we have synthesized a series of novel siloxane-containing phosphonate esters as organofluorophores through a catalyst-free, one-pot Kabachnik-Fields (K-F) reaction. This reaction involved acetone, cyclohexanone, or cyclopentanone, with siloxanes containing aliphatic amines and phosphonate diesters as reactants. The resulting compounds exhibit blue fluorescence. Fluorescence tests confirmed that all synthesized materials display aggregation-induced emission (AIE) phenomena, with some also exhibiting upconversion. Notably, the luminescence intensity can be modulated by altering the steric hindrance near the phosphonate ester group. Mechanistic studies indicate that the strong blue photoluminescence observed in the aggregated state results from restricted intramolecular motion (RIM) and spatial electronic delocalization. These findings demonstrate that even simple phosphonates, when combined with flexible aliphatic chains, can exhibit significant AIE luminescence properties.

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Journal
Chemistry - An Asian Journal
Published
2024-11-21
DOI
https://doi.org/10.1002/asia.202401140
Primary Topic
Luminescence and Fluorescent Materials
Type
article
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article

Aggregation‐Induced Emission Properties of Atypical Aliphatic‐Chain‐Linked Siloxanes‐Containing Phosphonate Esters

Jinyun Yang, Haifeng Lu, Yuanrong Wang, Pei‐Zhou Li et al.
Chemistry - An Asian Journal
Luminescence and Fluorescent Materials
article

Aggregation‐Induced Emission Properties of Atypical Aliphatic‐Chain‐Linked Siloxanes‐Containing Phosphonate Esters

Jinyun Yang, Haifeng Lu, Yuanrong Wang, Pei‐Zhou Li, Jiaqi Qin, Haobo Shi, Zhihui Yang, Yue Zhang, Fanghao Sun
article en

Abstract

Phosphonate compounds have been proposed as atypical chromophores, but their luminescence properties, especially in combination with flexible aliphatic chains, remain underexplored. In this study, we have synthesized a series of novel siloxane-containing phosphonate esters as organofluorophores through a catalyst-free, one-pot Kabachnik-Fields (K-F) reaction. This reaction involved acetone, cyclohexanone, or cyclopentanone, with siloxanes containing aliphatic amines and phosphonate diesters as reactants. The resulting compounds exhibit blue fluorescence. Fluorescence tests confirmed that all synthesized materials display aggregation-induced emission (AIE) phenomena, with some also exhibiting upconversion. Notably, the luminescence intensity can be modulated by altering the steric hindrance near the phosphonate ester group. Mechanistic studies indicate that the strong blue photoluminescence observed in the aggregated state results from restricted intramolecular motion (RIM) and spatial electronic delocalization. These findings demonstrate that even simple phosphonates, when combined with flexible aliphatic chains, can exhibit significant AIE luminescence properties.

Chemistry - An Asian JournalVol. 20(3)
Ministry of Education of the People's Republic of China (CN), Shandong University (CN), Zhejiang Research Institute of Chemical Industry (CN), Beijing Jingshida Electromechanical Equipment Research Institute (CN), Shandong Academy of Sciences (CN), Zhejiang Medicine (China) (CN)
Clean water and sanitation
Openalex Percentile: Top 87%
Luminescence and Fluorescent Materials
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Aggregation‐Induced Emission Properties of Atypical Aliphatic‐Chain‐Linked Siloxanes‐Containing Phosphonate Esters — Jinyun Yang, Haifeng Lu, et al. · Chemistry - An Asian Journal (2024) | TGRS Research Map | TGRS