Citation: Yan Zi'ang, Zou Lei, Ma Xiang. Recent Advances in Pure Organic Luminescent Supramolecular Materials[J]. Chinese Journal of Organic Chemistry, ;2020, 40(7): 1814-1822. doi: 10.6023/cjoc202004003 shu

Recent Advances in Pure Organic Luminescent Supramolecular Materials

Key Laboratory for Advanced Materials, Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237

Author Bio: Yan, Zi'ang was born in 1999. Now he is pursuing his bachelor’s degree in applied chemistry. His current research interests are focused on pure organic phosphorescent materials.
Dr. Zou, Lei received her bachelor from Soochow University in 1997 and PhD from Fudan University under the supervision of Prof. Zhu, Daoben in 2003. She has been working in chemistry at East China University of Science and Technology since 2007, where she mainly focuses on photochromic materials based on dyes.
Corresponding author: Ma Xiang, maxiang@ecust.edu.cn
Received Date: 2 April 2020
Revised Date: 1 May 2020
Available Online: 7 May 2020
Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 21722603, 21871083)Project supported by the National Natural Science Foundation of China 21722603Project supported by the National Natural Science Foundation of China 21871083

Figures(12)

Pure organic luminescent supramolecular materials with either phosphorescence or fluorescence emission have become a hot research topic due to their low toxity, facile preparation and wide applications. In recent years, our group has designed several novel luminescent macromolecules, achieving tunable multi-color emission. For the construction of phosphorescent materials, heavy atoms such as bromine and iodine as well as other hetroatoms with lone pair electrons like oxygen were employed to facilitate the intersystem crossing (ISC) process of the luminophores while rigid environments were provided via host-guest interactions and polymerization to restrict molecular motions, which results in reduced nonradiative decay. Moreover, noncovalent interactions are stimuli responsive because of their dynamic nature. Therefore, host-guest interactions, along with other noncovalent interactions including hydrophobic effects, π-π stacking and multiple hydrogen bonding, were also used for adjusting the intensities and wavelengths of phosphorescence or fluorescence, achieving diverse luminescence properties that the luminophore itself does not possess. This account summarizes the above advances and proposes possible directions for further research, like not only improving quantum yields but also expanding the range of emission wavelength of organic phosphorescent materials and developing luminescent materials that can intelligently respond to external stimuli.
- luminescent material,
- room-temperature phosphorescence,
- supramolecular material,
- stimuli responsive materials
1. [1]
  (a) Gao, R.; Mei, X.; Yan, D.; Liang, R.; Wei, M. Nat. Commun. 2018, 9, 2798.
  (b) Miao, Q.; Xie, C.; Zhen, X.; Lyu, Y.; Duan, H.; Liu, X.; Jokerst, J. V.; Pu, K. Nat. Biotechnol. 2017, 35, 1102.
  (c) Zhen, X.; Tao, Y.; An, Z.; Chen, P.; Xu, C.; Chen, R.; Huang, W.; Pu, K. Adv. Mater. 2017, 29, 1606665.
2. [2]
  (a) Zhou, Y.; Qin, W.; Du, C.; Gao, H.; Zhu, F.; Liang, G. Angew. Chem., Int. Ed. 2019, 131, 12230.
  (b) Kim, H. N.; Guo, Z. Q.; Zhu, W. H.; Yoon, J.; Tian, H. Chem. Soc. Rev. 2011, 40, 79.
3. [3]
  Ma, X.; Zhang, J.; Cao, J.; Yao, X.; Cao, T.; Gong, Y.; Zhao, C.; Tian, H. Chem. Sci. 2016, 7, 4582. doi: 10.1039/C6SC00769D
4. [4]
  Jiang, K.; Zhang, L.; Lu, J.; Xu, C.; Cai, C. Angew. Chem., Int. Ed. 2016, 55, 7231. doi: 10.1002/anie.201602445
5. [5]
  Lambert, J. S.; Li, H. C.; Wang, Q.; Liu, X. X.; Olivier, J.; Joë lle, R. B.; Liao, L. S.; Jiang, Z. Q.; Cyril, P. Angew Chem., Int. Ed. 2019, 58, 3848. doi: 10.1002/anie.201813604
6. [6]
  (a) Xiong, Q.; Xu, C.; Jiao, N.; Ma, X.; Zhang, Y.; Zhang, S. Chin. Chem. Lett. 2019, 30, 1387.
  (b) Qu, G.; Zhang, Y.; Ma, X. Chin. Chem. Lett. 2019, 30, 1809.
  (c) Wang, C.; Jiang, T.; Ma, X. Chin. Chem. Lett. 2020, DOI: 10.1016/j.cclet.2020.03.021.
  (d)Xu,C.;Xu,L.;Ma,X.Chin.Chem.Lett.2018,29,970.
  (e)Wang,S.;Wang,F.;Li,C.;Li,T.;Cao,D.;Ma,X.Sci.China:Chem.2018,61,1301.
  (f)Liu,X.;Ma,X.J.EastChinaUniv.Sci.Technol.(Nat.Sci.Ed.)2019,45,517(inChinese).(刘秀军,马骧,华东理工大学学报(自然科学版),2019,45,517.)
  (g)Wang,H.;Shi,H.;Ye,W.;Yao,X.;Wang,Q.;Dong,C.;Jia,W.;Ma,H.;Cai,S.;Huang,K.;Fu,L.;Zhang,Y.;Zhi,J.;Gu,L.;Zhao,Y.;An,Z.;Huang,W.Angew.Chem.,Int.Ed.2019,58,18776.
  (h)Tian,H.;Zhang,T.;Ma,X.;Wu,H.;Zhu,L.;Zhao,Y.Angew.Chem.,Int.Ed.2019,59,11206.
  (i)Li,X.;Li,C.;Wang,S.;Dong,H.;Ma,X.;Cao,D.DyesPigm.2017,142,481.(j)Wang,S.;Xu,M.;Huang,K.;Zhi,J.;Sun,C.;Wang,K.;Zhou,Q.;Gao,L.;Jia,Q.;Shi,H.;An,Z.;Li,P.;Huang,W.Sci.China:Chem.2019,63,316.
  (k)He,Z.;Cai,X.;Wang,Z.;Chen,D.;Li,Y.;Zhao,H.;Liu,K.;Cao,Y.;Su,S.J.Sci.China:Chem.2018,61,677.
  (l)Ke,K.;Chen,J.X.;Zhang,M.;Wang,K.;Shi,Y.Z.;Lin,H.;Zheng,C.J.;Tao,S.L.;Zhang,X.H.Sci.China:Chem.2018,62,719.
7. [7]
  Gan, N.; Shi, H.; An, Z.; Huang, Wei. Adv. Funct. Mater. 2018, 28, 1802657. doi: 10.1002/adfm.201802657
8. [8]
  (a) Chen, H.; Yao, X.; Ma, X.; Tian, H. Adv. Opt. Mater. 2016, 4, 1397.
  (b) Ma, X.; Xu, C.; Wang, J.; Tian, H. Angew. Chem., Int. Ed. 2018, 57, 10854.
  (c) Wang, D.; Yan, Z.; Shi, M.; Dai, J.; Chai, Q.; Gui, H.; Zhang, Y.; Ma, X. Adv. Opt. Mater. 2019, 7, 1901277.
  (d) Li, D.; Lu, F.; Wang, J.; Hu, W.; Cao, X. M.; Ma, X. J. Am. Chem. Soc. 2018, 1916.
  (e) Zhao, C. X.; Jin, Y. H.; Wang, J.; Cao, X.; Ma, X. Chem. Commun. 2019, 55, 5355.
  (f) Zhang, T.; Chen, H.; Ma, X.; Tian, H. Ind. Eng. Chem. Res. 2017, 56, 3123
9. [9]
  (a) Jiang, T.; Wang, X.; Wang, J.; Hu, G.; Ma, X. ACS Appl. Mater. Interfaces 2019, 11, 14399.
  (b) Li, D.; Hu, W.; Wang, J.; Zhang, Q.; Cao, X. M.; Ma, X.; Tian, H. Chem. Sci. 2018, 9, 5709.
  (c) Wang, J.; Yao, X.; Liu, Y.; Zhou, H.; Chen, W.; Sun, G.; Su, J.; Ma, X.; Tian, H. Adv. Opt. Mater. 2018, 6, 1800074.
  (d) Wang S.; Li, T.; Zhang, X.; Ma, L.; Li, P.; Yao, X.; Cao, D.; Ma, X. ChemPhotoChem 2019, 3, 568.
  (e) Zhang, Q. W.; Li, D.; Li, X.; Paul, W.; Jasmin, M.; Ma, X.; Ågren, H.; Tian, H. J. Am. Chem. Soc. 2016, 138, 13541.
  (f) Wang, J.; Huang, Z.; Ma, X.; Tian, H. Angew. Chem., Int. Ed. 2020, 59, 9928..
  (g) Zhang, T.; Chen, H.; Ma, X.; Tian, H. Ind. Eng. Chem. Res. 2017, 56, 3123.
  (h) Gu, F.; Ding, B.; Ma, X.; Tian, H. Eng. Chem. Res. 2020, 59, 1578.
  (i) Gu, F.; Zhang, C.; Ma, X. Macromol. Rapid. Commun. 2019, 40, 1800751. (j) Ma, L.; Wang, S.; Li, C.; Cao, D.; Li, T.; Ma, X. Chem. Commun. 2018, 54, 2405.
  (k) Zhang, C.; Yao, X.; Wang, J.; Ma, X. Polym. Chem. 2017, 8, 4835.
10. [10]
  (a) Chen, H.; Ma, X.; Wu, S.; Tian, H. Angew. Chem., Int. Ed. 2014, 53, 14149.
  (b) Zhang, T.; Ma, X.; Tian, H. Chem. Sci. 2020, 11, 482.
11. [11]
  Yuan, W.; Shen, X.; Zhao, H.; Lam, J.; Tang, L.; Lu, P.; Wang, C.; Liu, Y.; Wang, Z.; Zheng, Q.; Sun, J.; Ma, Y.; Tang, B. J. Phys. Chem. C 2010, 114, 6090.
  (b) Gong, Y.; Chen, G.; Peng, Q.; Yuan, W.; Xie, Y.; Li, S.; Zhang, Y.; Tang, B. Adv. Mater. 2015, 27, 6195.
  (c) Luo, W.; Zhang, Y.; Gong, Y.; Zhou, Q.; Zhang, Y.; Yuan, W. Chin. Chem. Lett. 2018, 29, 1533.
  (d) Bian, L. F.; Shi, H. F.; Wang, X.; Ling, K.; Ma, L.; Li, M.; Cheng, Z.; Ma, C.; Cai, S.; Gan, N.; Xu, X.; An, Z.; Huang, W. J. Am. Chem. Soc. 2018, 140, 10734.
  (e) Cai, S.; Shi, H.; Li, J.; Gu, L.; Ni, Y.; Cheng, Z.; Wang, S.; Xiong, W. W.; Li, L.; An, Z.; Huang, W. Adv. Mater. 2017, 29, 1701244.
  (f) Cai, S.; Shi, H.; Tian, D.; Ma, H.; Cheng, Z.; Wu, Q.; Gu, M.; Huang, L.; An, Z.; Peng, Q.; Huang, W. Adv. Funct. Mater. 2018, 28, 1705045.
  (g) Chen, Z.; Shi, H.; Ma, H.; Bian, L.; Wu, Q.; Gu, L.; Cai, S.; Wang, X.; Xiong, W. W.; An, Z.; Huang, W. Angew. Chem., Int. Ed. 2017, 57, 678.
  (h) Li, C.; Tang, X.; Zhang, L.; Li, C.; Liu, Z.; Bo, Z.; Dong, Y.; Tian, Y. H.; Dong, Y.; Tang, B. Adv. Opt. Mater. 2015, 3, 1184
12. [12]
  (a) Fang, M. M.; Yang, J.; Li, Z. Chin. J. Polym. Sci. 2019, 37, 383.
  (b) Gan, N.; Shi, H.; An, Z.; Huang, W. Adv. Funct. Mater. 2018, 28, 1802657.
13. [13]
  Zhang, Z.; Wu, Y. S., Tang, K. C.; Chen, C. L.; Ho, J. W.; Su, J.; Tian, H.; Chou, P. T. J. Am. Chem. Soc. 2015, 137, 8509. doi: 10.1021/jacs.5b03491
14. [14]
  (a) Gu, X.; Kwok, R. T. K.; Lam, J. W. Y.; Tang, B. Biomaterials 2017, 146, 115.
  (b) Li, C.; Wu, T.; Hong, C.; Zhang, G.; Liu, S. Angew. Chem., Int. Ed. 2012, 51, 455.
  (c) Yang, J.; Ren, Z.; Xie, Z.; Liu, Y.; Wang, C.; Xie, Y.; Peng, Q.; Xu, B.; Tian, W.; Zhang, F.; Chi, Z.; Li, Q.; Li, Z. Angew. Chem., Int. Ed. 2016, 56, 880.
15. [15]
  Gong, Y. F.; Chen, H.; Ma, X.; Tian, H. ChemPhysChem 2016, 17, 1934. doi: 10.1002/cphc.201500901
1. [1]
  Jiayin Zhou , Depeng Liu , Longqiang Li , Min Qi , Guangqiang Yin , Tao Chen . Responsive organic room-temperature phosphorescence materials for spatial-time-resolved anti-counterfeiting. Chinese Chemical Letters, 2024, 35(11): 109929-. doi: 10.1016/j.cclet.2024.109929
2. [2]
  Xinguo Mao , Shuo Zhang , Qiang Shi , Hua Cheng , Leyong Wang . Macrocyclic host molecules: Rising as a promising supramolecular material. Chinese Chemical Letters, 2025, 36(6): 110950-. doi: 10.1016/j.cclet.2025.110950
3. [3]
  Xinhui Fan , Yonghao Fan , Yuli Dang , Puhui Xie , Xin Li , Zhanqi Cao , Song Jiang , Lijie Liu , Xin Zheng , Lixia Xie , Caoyuan Niu , Guoxing Liu , Yong Chen . Logically ordered control of organic room-temperature long-lived supramolecular luminophors. Chinese Chemical Letters, 2025, 36(8): 110648-. doi: 10.1016/j.cclet.2024.110648
4. [4]
  Dian-Xue Ma , Yu-Wu Zhong . Achieving highly-efficient room-temperature phosphorescence with a nylon matrix. Chinese Journal of Structural Chemistry, 2024, 43(9): 100391-100391. doi: 10.1016/j.cjsc.2024.100391
5. [5]
  Dan PENG , Hao WANG , Yanyan WANG , Hongpeng YOU , Wuping LIAO . Synthesis and fluorescent properties of a one-dimensional Tb-calixarene complex as a luminescent thermometer material. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1859-1866. doi: 10.11862/CJIC.20250128
6. [6]
  Zeyin Chen , Jiaju Shi , Yusheng Zhou , Peng Zhang , Guodong Liang . Polymer microparticles with ultralong room-temperature phosphorescence for visual and quantitative detection of oxygen through phosphorescence image and lifetime analysis. Chinese Chemical Letters, 2025, 36(5): 110629-. doi: 10.1016/j.cclet.2024.110629
7. [7]
  Yu-Jie Long , Xiao-Ni Han , Ying Han , Chuan-Feng Chen . Recent advances in supramolecular luminescent materials based on macrocyclic arenes. Chinese Chemical Letters, 2025, 36(6): 110600-. doi: 10.1016/j.cclet.2024.110600
8. [8]
  Hong-Guang Fu , Xuan Wu , Hui-Juan Wang , Fanjun Zhang , Yong Chen , Jing Xu . Color-tunable multi-stimuli-responsive luminescent system based on diarylethene and photoacid. Chinese Chemical Letters, 2025, 36(8): 110741-. doi: 10.1016/j.cclet.2024.110741
9. [9]
  Yuecheng ZHANG , Fan YANG , Shiyu ZHANG , Chengjun MA , Rui TIAN , Xuehua SUN , Haoyu LI , Lingbo SUN , Hongyan MA . B-doped carbon quantum dots with long-afterglow room-temperature phosphorescence: Applications in information encryption and humidity sensing. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1361-1370. doi: 10.11862/CJIC.20240415
10. [10]
  Zhiqing Ge , Zuxiong Pan , Shuo Yan , Baoying Zhang , Xiangyu Shen , Mozhen Wang , Xuewu Ge . Novel high-temperature thermochromic polydiacetylene material and its application as thermal indicator. Chinese Chemical Letters, 2024, 35(11): 109850-. doi: 10.1016/j.cclet.2024.109850
11. [11]
  Lu Cheng , Jinghua Quan , Hongyan Li . Recent advances in antimony-based anode materials for potassium-ion batteries: Material selection, structural design and storage mechanisms. Chinese Chemical Letters, 2025, 36(9): 110685-. doi: 10.1016/j.cclet.2024.110685
12. [12]
  Yunzhe Zheng , Si Sun , Jiali Liu , Qingyu Zhao , Heng Zhang , Jing Zhang , Peng Zhou , Zhaokun Xiong , Chuan-Shu He , Bo Lai . Application of machine learning for material prediction and design in the environmental remediation. Chinese Chemical Letters, 2025, 36(9): 110722-. doi: 10.1016/j.cclet.2024.110722
13. [13]
  Kun Zhang , Ni Dan , Dan-Dan Ren , Ruo-Yu Zhang , Xiaoyan Lu , Ya-Pan Wu , Li-Lei Zhang , Hong-Ru Fu , Dong-Sheng Li . A small D-A molecule with highly heat-resisting room temperature phosphorescence for white emission and anti-counterfeiting. Chinese Journal of Structural Chemistry, 2024, 43(3): 100244-100244. doi: 10.1016/j.cjsc.2024.100244
14. [14]
  Jianmei Guo , Yupeng Zhao , Lei Ma , Yongtao Wang . Ultra-long room temperature phosphorescence, intrinsic mechanisms and application based on host-guest doping systems. Chinese Journal of Structural Chemistry, 2024, 43(9): 100335-100335. doi: 10.1016/j.cjsc.2024.100335
15. [15]
  Hong Yao , Feixiang Yang , Jianpeng Hu , Wenyu Cao , Shuning Qin , Tai-Bao Wei , Bingbing Shi , Qi Lin . Ultralong room temperature phosphorescence and broad color-tunability persistent luminescence via new strategy. Chinese Chemical Letters, 2025, 36(6): 110375-. doi: 10.1016/j.cclet.2024.110375
16. [16]
  Qingyan JIANG , Yanyong SHA , Chen CHEN , Xiaojuan CHEN , Wenlong LIU , Hao HUANG , Hongjiang LIU , Qi LIU . Constructing a one-dimensional Cu-coordination polymer-based cathode material for Li-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 657-668. doi: 10.11862/CJIC.20240004
17. [17]
  Yu ZHANG , Fangfang ZHAO , Cong PAN , Peng WANG , Liangming WEI . Application of double-side modified separator with hollow carbon material in high-performance Li-S battery. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1218-1232. doi: 10.11862/CJIC.20230412
18. [18]
  Xin-Tong Zhao , Jin-Zhi Guo , Wen-Liang Li , Jing-Ping Zhang , Xing-Long Wu . Two-dimensional conjugated coordination polymer monolayer as anode material for lithium-ion batteries: A DFT study. Chinese Chemical Letters, 2024, 35(6): 108715-. doi: 10.1016/j.cclet.2023.108715
19. [19]
  Yue Qian , Zhoujia Liu , Haixin Song , Ruize Yin , Hanni Yang , Siyang Li , Weiwei Xiong , Saisai Yuan , Junhao Zhang , Huan Pang . Imide-based covalent organic framework with excellent cyclability as an anode material for lithium-ion battery. Chinese Chemical Letters, 2024, 35(6): 108785-. doi: 10.1016/j.cclet.2023.108785
20. [20]
  Jingxuan Liu , Shiqi Zhao , Xiang Wu . Flexible electrochemical capacitor based NiMoSSe electrode material with superior cycling and structural stability. Chinese Chemical Letters, 2024, 35(7): 109059-. doi: 10.1016/j.cclet.2023.109059

Get Citation

PDF

XML

Metrics

PDF Downloads(23)
Abstract views(1634)
HTML views(279)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142