Incorporation of Coronene into Cage-like Porous Organic Salts and Induction of its Room-Temperature Phosphorescence in Air

被引:4
作者
Sei, Hiroi [1 ]
Oka, Kouki [1 ,2 ]
Tohnai, Norimitsu [1 ]
机构
[1] Osaka Univ, Grad Sch Engn, Dept Appl Chem, 2-1 Yamadaoka, Suita, Osaka 5650871, Japan
[2] Osaka Univ, Ctr Future Innovat CFi, Grad Sch Engn, 2-1 Yamadaoka, Suita, Osaka 5650871, Japan
关键词
Coronene; Room-temperature phosphorescence; Oxygen barrier; External heavy-atom effect; Porous materials; FRAMEWORK; DESIGN; ADAMANTANE;
D O I
10.1002/cnma.202300248
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Coronene emits phosphorescence only at cryogenic temperatures in the absence of oxygen. To achieve room-temperature phosphorescence (RTP), coronene has been incorporated into various host materials to prevent non-radiative deactivation of the incorporated molecules. Among host materials, crystalline porous materials homogeneously incorporate luminescent molecules and prevent their aggregation. Therefore, they have attracted attention as potential host materials. Although coronene incorporated into a crystalline porous material exhibited RTP in previous studies, the host material exhibited high affinity for oxygen, allowing the expression of RTP only under anoxic conditions. Therefore, RTP has not been achieved in air. Herein, we incorporate coronene into cage-like sodalite-type porous organic salts (s-POSs) composed of tetrasulfonic acid with an adamantane core (4,4',4'',4'''-[adamantane-1,3,5,7-tetrayl]tetrabenzenesulfonic acid; AdPS) and triphenylmethylamines modified with substituents at the para-position of the benzene rings (TPMA-X, X=methyl [Me], Br, I), which have low oxygen affinities and different degrees of heavy-atom effects on incorporated coronene. The combination of the oxygen barrier due to the low affinity of s-POSs for oxygen and the external heavy-atom effect of bromine and iodine exposed on the pore surface enabled the incorporated coronene to exhibit RTP in air (phosphorescence lifetime with more than microseconds).
引用
收藏
页数:5
相关论文
共 43 条
  • [1] Molecular Arrangement Control of [1]Benzothieno[3,2-b][1]benzothiophene (BTBT) via Charge-Assisted Hydrogen Bond
    Akai, Ryota
    Oka, Kouki
    Dekura, Shun
    Mori, Hatsumi
    Tohnai, Norimitsu
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2022, 95 (08) : 1178 - 1182
  • [2] Porous Organic Salts: Diversifying Void Structures and Environments
    Ami, Takahiro
    Oka, Kouki
    Tsuchiya, Keiho
    Tohnai, Norimitsu
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (31)
  • [3] Bolton O, 2011, NAT CHEM, V3, P205, DOI [10.1038/nchem.984, 10.1038/NCHEM.984]
  • [4] Controlled polymerization in mesoporous silica toward the design of organic-inorganic composite nanoporous materials
    Choi, M
    Kleitz, F
    Liu, DN
    Lee, HY
    Ahn, WS
    Ryoo, R
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (06) : 1924 - 1932
  • [5] Recent Advances in Polymer-Based Metal-Free Room-Temperature Phosphorescent Materials
    Gan, Nan
    Shi, Huifang
    An, Zhongfu
    Huang, Wei
    [J]. ADVANCED FUNCTIONAL MATERIALS, 2018, 28 (51)
  • [6] Programmable transparent organic luminescent tags
    Gmelch, Max
    Thomas, Heidi
    Fries, Felix
    Reineke, Sebastian
    [J]. SCIENCE ADVANCES, 2019, 5 (02)
  • [7] Colour-tunable ultra-long organic phosphorescence of a single-component molecular crystal
    Gu, Long
    Shi, Huifang
    Bian, Lifang
    Gu, Mingxing
    Ling, Kun
    Wang, Xuan
    Ma, Huili
    Cai, Suzhi
    Ning, Weihua
    Fu, Lishun
    Wang, He
    Wang, Shan
    Gao, Yaru
    Yao, Wei
    Huo, Fengwei
    Tao, Youtian
    An, Zhongfu
    Liu, Xiaogang
    Huang, Wei
    [J]. NATURE PHOTONICS, 2019, 13 (06) : 406 - 411
  • [8] Performance of a Novel Sulfonate Flame Retardant Based on Adamantane for Polycarbonate
    Guo, Jianwei
    Wang, Yueqin
    Feng, Lijuan
    Zhong, Xing
    Yang, Chufen
    Liu, Sa
    Cai, Yingde
    [J]. POLYMER-KOREA, 2013, 37 (04) : 437 - 441
  • [9] Recent Progress in Pure Organic Room Temperature Phosphorescence of Small Molecular Host-Guest Systems
    Guo, Shuai
    Dai, Wenbo
    Chen, Xuegiang
    Lei, Yunxiang
    Shi, Jianbing
    Tong, Bin
    Cai, Zhengxu
    Dong, Yuping
    [J]. ACS MATERIALS LETTERS, 2021, 3 (04): : 379 - 397
  • [10] A comparative study of oxygen Permeabilities of film-forming polymers by quenching of platinum porphyrin phosphorescence
    Hess, Sandra
    Becker, Alfons
    Baluschev, Stanislav
    Yakutkin, Vladimir
    Wegner, Gerhard
    [J]. MACROMOLECULAR CHEMISTRY AND PHYSICS, 2007, 208 (19-20) : 2173 - 2188