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]
  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
4. [4]
  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
5. [5]
  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
6. [6]
  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
7. [7]
  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
8. [8]
  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
9. [9]
  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
10. [10]
  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
11. [11]
  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
12. [12]
  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
13. [13]
  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
14. [14]
  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
15. [15]
  Min LUO , Xiaonan WANG , Yaqin ZHANG , Tian PANG , Fuzhi LI , Pu SHI . Porous spherical MnCo₂S₄ as high-performance electrode material for hybrid supercapacitors. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 413-424. doi: 10.11862/CJIC.20240205
16. [16]
  Shaonan Liu , Shuixing Dai , Minghua Huang . The impact of ester groups on 1,8-naphthalimide electron transport material in organic solar cells. Chinese Journal of Structural Chemistry, 2024, 43(6): 100277-100277. doi: 10.1016/j.cjsc.2024.100277
17. [17]
  Renyuan Wang , Lei Ke , Houxiang Wang , Yueheng Tao , Yujie Cui , Peipei Zhang , Minjie Shi , Xingbin Yan . Facile synthesis of phenazine-conjugated polymer material with extraordinary proton-storage redox capability. Chinese Chemical Letters, 2025, 36(5): 109920-. doi: 10.1016/j.cclet.2024.109920
18. [18]
  Hao Sun , Xiaoxue Li , Baoyu Wu , Kai Zhu , Yinyi Gao , Tianzeng Bao , Hongbin Wu , Dianxue Cao . Direct regeneration of spent LiFePO₄ cathode material via a simple solid-phase method. Chinese Chemical Letters, 2025, 36(6): 110041-. doi: 10.1016/j.cclet.2024.110041
19. [19]
  Yu-Yao Li , Xiao-Hui Li , Zhi-Xuan An , Yang Chu , Xiu-Li Wang . Room-temperature olefin epoxidation reaction by two 2D cobalt metal-organic complexes under O₂ atmosphere: Coordination and structural regulation. Chinese Chemical Letters, 2025, 36(4): 109716-. doi: 10.1016/j.cclet.2024.109716
20. [20]
  Lu Dai , Yuxin Ren , Shuang Li , Meidi Wang , Chentao Hu , Ya-Pan Wu , Guangtong Hai , Dong-Sheng Li . Room-temperature synthesis of Co(OH)₂/Mo₂TiC₂T_x hetero-nanosheets with interfacial coupling for enhanced oxygen evolution reaction. Chinese Chemical Letters, 2025, 36(4): 109774-. doi: 10.1016/j.cclet.2024.109774

Get Citation

PDF

XML

Metrics

PDF Downloads(22)
Abstract views(1361)
HTML views(231)

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