Mechanochemical synthesis of pillar[5]quinone derived multi-microporous organic polymers for radioactive organic iodide capture and storage

Kecheng Jie; Yujuan Zhou; Qi Sun; Bo Li; Run Zhao; De-En Jiang; Wei Guo; Hao Chen; Zhenzhen Yang; Feihe Huang; Sheng Dai

doi:10.1038/s41467-020-14892-y

Mechanochemical synthesis of pillar[5]quinone derived multi-microporous organic polymers for radioactive organic iodide capture and storage

Nat Commun. 2020 Feb 27;11(1):1086. doi: 10.1038/s41467-020-14892-y.

Authors

Kecheng Jie^{1

2}, Yujuan Zhou³, Qi Sun⁴, Bo Li⁵, Run Zhao³, De-En Jiang⁵, Wei Guo^{1

2}, Hao Chen^{1

4}, Zhenzhen Yang^{1

2}, Feihe Huang³, Sheng Dai^{6

7}

Affiliations

¹ Department of Chemistry, The University of Tennessee, Knoxville, TN, 37996-1600, USA.
² Chemical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, 37831-6201, USA.
³ State Key Laboratory of Chemical Engineering, Center for Chemistry of High-Performance & Novel Materials, Department of Chemistry, Zhejiang University, 310027, Hangzhou, P. R. China.
⁴ College of Chemical and Biological Engineering, Zhejiang University, 310027, Hangzhou, P. R. China.
⁵ Department of Chemistry, University of California, Riverside, CA, 92521, USA.
⁶ Department of Chemistry, The University of Tennessee, Knoxville, TN, 37996-1600, USA. dais@ornl.gov.
⁷ Chemical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN, 37831-6201, USA. dais@ornl.gov.

Abstract

The incorporation of supramolecular macrocycles into porous organic polymers may endow the material with enhanced uptake of specific guests through host-guest interactions. Here we report a solvent and catalyst-free mechanochemical synthesis of pillar[5]quinone (P5Q) derived multi-microporous organic polymers with hydrophenazine linkages (MHP-P5Q), which show a unique 3-step N₂ adsorption isotherm. In comparison with analogous microporous hydrophenazine-linked organic polymers (MHPs) obtained using simple twofold benzoquinones, MHP-P5Q is demonstrated to have a superior performance in radioactive iodomethane (CH₃I) capture and storage. Mechanistic studies show that the rigid pillar[5]arene cavity has additional binding sites though host-guest interactions as well as the halogen bond (-I⋯N = C-) and chemical adsorption in the multi-microporous MHP-P5Q mainly account for the rapid and high-capacity adsorption and long-term storage of CH₃I.