一种双萘基类水相人工光捕获体系的制备
The Preparation of a Bis-Naphthyl-Based Aqueous Artificial Light-Harvesting System
DOI: 10.12677/JOCR.2023.114027, PDF,    科研立项经费支持
作者: 李梦行*, 蔡丽娟, 朱金丽#, 汤艳峰, 孙广平#:南通大学化学化工学院,江苏 南通;王 继*:张掖市质量检验检测研究院,甘肃 张掖
关键词: 人工光捕获主体分子客体分子自组装能量转移Artificial Light-Harvesting Host Molecule Guest Molecule Self-Assembly Energy Transfer
摘要: 本文以新型双萘基衍生物(NPD)作为客体分子,水溶性羧酸铵柱[5]芳烃(PA)作为主体分子,NPD与PA通过主客体相互作用在水中自组装包载荧光染料荧光桃红B (PHB)形成PA-NPD-PHB纳米粒子。PA与NPD自组装生成纳米粒子的最佳摩尔比为20:3,临界聚集浓度为0.027 mM。由于荧光染料PHB的紫外吸收区域与PA-NPD的荧光发射范围高度重合,因此在包载PHB染料后,PA-NPD的荧光发射能量可以有效地转移至PHB,成功制备了一种新型双萘基类PA-NPD-PHB人工光捕获体系。研究结果显示,该体系的能量转移效率为55%,天线效应为15,具有良好的光捕获性能,为水相人工光捕获体系的设计发展提供了新的思路和方法。
Abstract: A new bis-naphthyl derivative (NPD) was firstly prepared as guest molecules and water-soluble ammonium-carboxylate-pillar [5] arene (PA) was selected as host molecules. NPD and PA self-assemble and encapsulate fluorescent dye Phloxine B (PHB) in water through host-guest interaction to form PA-NPD-PHB nanoparticles. The optimal molar ratio for self-assembly of PA and NPD to generate nanoparticles is 20:3, and the critical aggregation concentration is 0.027 mM. Due to the high overlap between the UV absorption region of the fluorescent dye PHB and the fluorescence emission range of PA-NPD, the fluorescence emission energy of PA-NPD can be effectively transferred to PHB after encapsulating PHB dye, and a new type of artificial light-harvesting system (PA-NPD-PHB) based on double naphthalene has been successfully prepared. The research results show that the energy transfer efficiency of the system is 55%, the antenna effect is 15, and it has good light capture performance, providing new ideas and methods for the design and development of aqueous artificial light-harvesting systems.
文章引用:李梦行, 王继, 蔡丽娟, 朱金丽, 汤艳峰, 孙广平. 一种双萘基类水相人工光捕获体系的制备[J]. 有机化学研究, 2023, 11(4): 285-292. https://doi.org/10.12677/JOCR.2023.114027

参考文献

[1] Croce, R. and Amerongen, H.V. (2014) Natural Strategies for Photosynthetic Light Harvesting. Nature Chemical Biology, 10, 492-501. [Google Scholar] [CrossRef] [PubMed]
[2] Keijer, T., Bouwens, T., Hessels, J. and Reek, J.N.H. (2021) Supramolecular Strategies in Artificial Photosynthesis. Chemical Science, 12, 50-70. [Google Scholar] [CrossRef
[3] Sun, Y., Guo, F., Zuo, T., Hua, J. and Diao, G. (2016) Stimulus-Responsive Light-Harvesting Complexes Based on the Pillararene-Induced Co-Assembly of β-Carotene and Chlorophyll. Nature Communications, 7, Article No. 12042. [Google Scholar] [CrossRef] [PubMed]
[4] Zhang, Z.Y., Zhao, Z.Q., Hou, Y.L., Wang, H., Li, X.P., He, G. and Zhang, M.M. (2019) Aqueous Platinum(II)-Cagebased Light-Harvesting System for Photocatalytic Cross-Coupling Hydrogen Evolution Reaction. Angewandte Chemie International Edition, 58, 8862-8866. [Google Scholar] [CrossRef] [PubMed]
[5] Ji, L., Sang, Y., Ouyang G., Yang, D., Duan, P., Jiang, Y. and Liu, M. (2019) Cooperative Chirality and Sequential Energy Transfer in a Supramolecular Light-Harvesting Nanotube. Angewandte Chemie International Edition, 58, 844-848. [Google Scholar] [CrossRef] [PubMed]
[6] Xu, L.X., Wang, Z.Y., Wang, R.R., Wang, L.Y., He, X.W., Jiang, H.F., et al. (2020) A Conjugated Polymeric Supramolecular Network with Aggregation-Induced Emission Enhancement: An Efficient Light-Harvesting System with an Ultrahigh Antenna Effect. Angewandte Chemie International Edition, 59, 9908-9913. [Google Scholar] [CrossRef] [PubMed]
[7] Li, J.-J., Chen, Y., Yu, J., Cheng, N. and Liu, Y. (2017) A Supramolecular Artificial Light-Harvesting System with an Ultrahigh Antenna Effect. Advanced Materials, 29, 1701905-1701909. [Google Scholar] [CrossRef] [PubMed]
[8] Hao, M., Sun, G., Zuo, M., Xu, Z., Chen, Y., Hu, X.-Y. and Wang, L. (2020) A Supramolecular Artificial Light-Harvesting System with Two-Step Sequential Energy Transfer for Photochemical Catalysis. Angewandte Chemie International Edition, 59, 10095-10100. [Google Scholar] [CrossRef] [PubMed]
[9] Xiao, T., Wu, H., Sun, G., Diao, K., Wei, X., Li, Z.-Y., Sun, X.-Q. and Wang, L. (2020) An Efficient Artificial Light-Harvesting System with Tunable Emission in Water Constructed from a H-Bonded AIE Supramolecular Polymer and Nile Red. Chemical Communications, 56, 12021-12024. [Google Scholar] [CrossRef
[10] Wang, Y., Han, N., Li, X.-L., Wang, R.-Z. and Xing, L.-B. (2022) Novel Strategy of Constructing Artificial Light-Harvesting System with Two-Step Sequential Energy Transfer for Efficient Photocatalysis in Water. ACS Applied Materials & Interfaces, 14, 45734-45741. [Google Scholar] [CrossRef] [PubMed]
[11] Sun, G.P., Cai, L.J., Zhang, Y., Hu, Y.Q., Zhu, J.L., Sun, T.M. and Tang, Y.F. (2022) Salicylideneaniline-Based Aqueous Supramolecular Artificial Light-Harvesting Platforms with Biocompatibility. Dyes and Pigments, 205, Article 110577. [Google Scholar] [CrossRef
[12] Sun, G.P., Cai, L.J., Cui, H.H., Hu, Y.Q., Wang, J., Wang, M.M., Zhu, J.L., Sun, T.M. and Tang, Y.F. (2022) Naphthalenyl-Phenylacrylonitrile-Based Supramolecular Aqueous Artificial Light-Harvesting System for Photochemical Catalysis. Dyes and Pigments, 201, Article 110257. [Google Scholar] [CrossRef
[13] Jiao, J.M., Sun, G.P., Zhang, J.K., Lin, C., Jiang, J.L. and Wang, L.Y. (2021) The Preparation of a Water-Soluble Phospholate-Based Macrocycle for Constructing Artificial Light-Harvesting Systems. Chemistry: A European Journal, 27, 16601-16605. [Google Scholar] [CrossRef] [PubMed]
[14] Wang, K., Velmurugan, K., Li, B. and Hu, X.-Y. (2021) Artificial Light-Harvesting Systems Based on Macrocycle-Assisted Supramolecular Assembly in Aqueous Media. Chemical Communications, 57, 13641-13654. [Google Scholar] [CrossRef