Synthesis of 1-Aminoisoquinolines and Their Application in a Host-Guest Doped Strategy To Construct Ultralong Room-Temperature Phosphorescence Materials for Bioimaging

被引:0
|
作者
Chen, Lepeng [1 ]
Xiong, Wenzhang [1 ]
Ma, Yaogeng [1 ]
Ge, Jing-Yuan [1 ]
Lv, Ningning [1 ]
Wu, Xuan [2 ]
Chen, Jiuxi [1 ]
Chen, Zhongyan [1 ]
机构
[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325035, Peoples R China
[2] Univ Chinese Acad Sci, Wenzhou Inst, Wenzhou 325035, Peoples R China
基金
中国国家自然科学基金;
关键词
aminoisoquinolines; copper catalysis; doped systems; in-vivo imaging; ultralong room-temperature phosphorescence; QUANTUM EFFICIENCY; MOLECULES; PROBES;
D O I
10.1002/chem.202202909
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Organic ultralong room-temperature phosphorescence (RTP) materials have attracted great attention for their wide applications in optoelectronic devices and bioimaging. However, the development of these materials remains a challenging task, partially due to the lack of rational molecular design strategies and unclear luminescence mechanisms. Herein, we present a method for facile access to structurally diverse substituted 1-aminoisoquinoline derivatives through a copper-catalyzed one-pot three-component coupling reaction that provides a promising approach to rapidly assemble a library of 1-aminoisoquinolines for exploring the regularity of the host-guest doped system. A series of host-guest RTP materials with wide-ranging lifetimes from 4.4 to 299.3 ms were constructed by doping various substituted isoquinolines derivatives into benzophenone (BP). Furthermore, 4 r/BP nanoparticles could be used for in-vivo imaging with a signal-to-noise ratio value as high as 32, revealing the potential of the isoquinoline framework for the construction of high-performance RTP materials.
引用
收藏
页数:7
相关论文
共 50 条
  • [31] Modulating room-temperature phosphorescence of D-π-A luminogens via methyl substitution, positional isomerism, and host-guest doping
    Zhu, Yang
    Pan, Meiling
    Ji, Weirao
    Ma, Lei
    Wang, Yongtao
    Ruan, Le
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2025, 330
  • [32] Achieving Efficient Room-Temperature Phosphorescence in the Host-Guest System through Covalent-Bond-Strengthened Hydrogen Bonding
    Guo, Pengyi
    Shi, Yu-e
    Shen, Song
    Zhou, Chengyan
    Jiang, Jingjing
    Wang, Zhenguang
    JOURNAL OF PHYSICAL CHEMISTRY C, 2024, 128 (17): : 7169 - 7176
  • [33] Ultra-long room temperature phosphorescence, intrinsic mechanisms and application based on host-guest doping systems
    Guo, Jianmei
    Zhao, Yupeng
    Ma, Lei
    Wang, Yongtao
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2024, 43 (09)
  • [34] Host-guest doped room/high-temperature phosphorescence of diarylfuro [3,2-b]pyridine derivatives
    Wang, Yuzhe
    Dai, Wenbo
    Qiu, Xiaoyu
    Lei, Yunxiang
    Liu, Miaochang
    Wang, Xiaofang
    Zhou, Yunbing
    Wu, Huayue
    Huang, Xiaobo
    CHEMICAL ENGINEERING JOURNAL, 2024, 489
  • [35] Near-infrared circularly polarized organic room temperature phosphorescence based on a chiral host-guest doping strategy
    Xia, Junming
    Xiong, Chenchen
    Mo, Songmin
    Zhang, Yongfeng
    Zhang, Kai
    Li, Gengchen
    Shi, Jianbing
    Zhi, Junge
    Tong, Bin
    Wu, Qinghe
    Sun, Peng
    Cai, Zhengxu
    Dong, Yuping
    JOURNAL OF MATERIALS CHEMISTRY C, 2024, 12 (26) : 9578 - 9585
  • [36] Efficient and organic host-guest room-temperature phosphorescence: tunable triplet-singlet crossing and theoretical calculations for molecular packing
    Lei, Yunxiang
    Yang, Junfang
    Dai, Wenbo
    Lan, Yisha
    Yang, Jianhui
    Zheng, Xiaoyan
    Shi, Jianbing
    Tong, Bin
    Cai, Zhengxu
    Dong, Yuping
    CHEMICAL SCIENCE, 2021, 12 (19) : 6518 - 6625
  • [37] Achieving Bright and Long-Lived Aqueous Room-Temperature Phosphorescence of Carbon Nitrogen Dots Through In Situ Host-Guest Binding
    Li, Jie
    Zhou, Heng
    Jin, Shan
    Xu, Bin
    Teng, Qian
    Li, Chenhao
    Li, Jinsui
    Li, Qijun
    Gao, Zhenhua
    Zhu, Chaofeng
    Wang, Zifei
    Su, Wen
    Yuan, Fanglong
    ADVANCED MATERIALS, 2024, 36 (24)
  • [38] Host-guest room temperature phosphorescence of 1-naphthalenacetic acid included in β-cyclodextrin in presence of 1,3-dibromopropane
    de la Peña, AM
    Mahedero, MC
    Bautista-Sánchez, A
    ANALYTICAL LETTERS, 2001, 34 (13) : 2391 - 2401
  • [39] Excitation-Dependent Triplet-Singlet Intensity from Organic Host-Guest Materials: Tunable Color, White-Light Emission, and Room-Temperature Phosphorescence
    Wang, Dan
    Xie, Yufeng
    Wu, Xinghui
    Lei, Yunxiang
    Zhou, Yunbing
    Cai, Zhengxu
    Liu, Miaochang
    Wu, Huayue
    Huang, Xiaobo
    Dong, Yuping
    JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2021, 12 (07): : 1814 - 1821
  • [40] Ultralong organic room-temperature phosphorescence of electron-donating and commercially available host and guest molecules through efficient Forster resonance energy transfer
    Ning, Yeling
    Yang, Junfang
    Si, Han
    Wu, Haozhong
    Zheng, Xiaoyan
    Qin, Anjun
    Tang, Ben Zhong
    SCIENCE CHINA-CHEMISTRY, 2021, 64 (05) : 739 - 744