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.
Authors
- Jinyun Yang
- Haifeng Lu (ORCID: https://orcid.org/0000-0001-6484-6839)
- Yuanrong Wang
- Pei‐Zhou Li (ORCID: https://orcid.org/0000-0002-3146-8410)
- Jiaqi Qin (ORCID: https://orcid.org/0000-0002-8722-6533)
- Haobo Shi
- Zhihui Yang (ORCID: https://orcid.org/0009-0001-2674-8039)
- Yue Zhang (ORCID: https://orcid.org/0000-0002-9303-3041)
- Fanghao Sun
Institutions
- 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)
Publication Details
- 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
- Field-Weighted Citation Impact
- 0.00