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Title: Covalent Organic Frameworks as a Decorating Platform for Utilization and Affinity Enhancement of Chelating Sites for Radionuclide Sequestration

Abstract

Abstract The potential consequences of nuclear events and the complexity of nuclear waste management motivate the development of selective solid‐phase sorbents to provide enhanced protection. Herein, it is shown that 2D covalent organic frameworks (COFs) with unique structures possess all the traits to be well suited as a platform for the deployment of highly efficient sorbents such that they exhibit remarkable performance, as demonstrated by uranium capture. The chelating groups laced on the open 1D channels exhibit exceptional accessibility, allowing significantly higher utilization efficiency. In addition, the 2D extended polygons packed closely in an eclipsed fashion bring chelating groups in adjacent layers parallel to each other, which may facilitate their cooperation, thereby leading to high affinity toward specific ions. As a result, the amidoxime‐functionalized COFs far outperform their corresponding amorphous analogs in terms of adsorption capacities, kinetics, and affinities. Specifically, COF‐TpAb‐AO is able to reduce various uranium contaminated water samples from 1 ppm to less than 0.1 ppb within several minutes, well below the drinking water limit (30 ppb), as well as mine uranium from spiked seawater with an exceptionally high uptake capacity of 127 mg g −1 . These results delineate important synthetic advances toward the implementation of COFsmore » in environmental remediation.« less

Authors:
 [1];  [1]; ORCiD logo [2]; ORCiD logo [2];  [1];  [3]; ORCiD logo [1]
  1. Univ. of South Florida, Tampa, FL (United States). Department of Chemistry
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Chemical Sciences Division
  3. Pacific Northwest National Lab. (PNNL), Richland, WA (United States). Physical and Computational Science Directorate
Publication Date:
Research Org.:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Nuclear Energy (NE); USDOE Office of Science (SC), Basic Energy Sciences (BES)
OSTI Identifier:
1435179
Alternate Identifier(s):
OSTI ID: 1430134
Grant/Contract Number:  
AC05-00OR22725; NE0008281; AC02‐76SF00515; DE‐NE0008281; DE‐AC02‐76SF00515
Resource Type:
Accepted Manuscript
Journal Name:
Advanced Materials
Additional Journal Information:
Journal Name: Advanced Materials; Journal ID: ISSN 0935-9648
Publisher:
Wiley
Country of Publication:
United States
Language:
English
Subject:
12 MANAGEMENT OF RADIOACTIVE AND NON-RADIOACTIVE WASTES FROM NUCLEAR FACILITIES; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 54 ENVIRONMENTAL SCIENCES; amidoxime chelating groups; covalent organic frameworks; environmental remediation; radionuclide sequestration; uranium capture

Citation Formats

Sun, Qi, Aguila, Briana, Earl, Lyndsey D., Abney, Carter W., Wojtas, Lukasz, Thallapally, Praveen K., and Ma, Shengqian. Covalent Organic Frameworks as a Decorating Platform for Utilization and Affinity Enhancement of Chelating Sites for Radionuclide Sequestration. United States: N. p., 2018. Web. doi:10.1002/adma.201705479.
Sun, Qi, Aguila, Briana, Earl, Lyndsey D., Abney, Carter W., Wojtas, Lukasz, Thallapally, Praveen K., & Ma, Shengqian. Covalent Organic Frameworks as a Decorating Platform for Utilization and Affinity Enhancement of Chelating Sites for Radionuclide Sequestration. United States. https://doi.org/10.1002/adma.201705479
Sun, Qi, Aguila, Briana, Earl, Lyndsey D., Abney, Carter W., Wojtas, Lukasz, Thallapally, Praveen K., and Ma, Shengqian. Tue . "Covalent Organic Frameworks as a Decorating Platform for Utilization and Affinity Enhancement of Chelating Sites for Radionuclide Sequestration". United States. https://doi.org/10.1002/adma.201705479. https://www.osti.gov/servlets/purl/1435179.
@article{osti_1435179,
title = {Covalent Organic Frameworks as a Decorating Platform for Utilization and Affinity Enhancement of Chelating Sites for Radionuclide Sequestration},
author = {Sun, Qi and Aguila, Briana and Earl, Lyndsey D. and Abney, Carter W. and Wojtas, Lukasz and Thallapally, Praveen K. and Ma, Shengqian},
abstractNote = {Abstract The potential consequences of nuclear events and the complexity of nuclear waste management motivate the development of selective solid‐phase sorbents to provide enhanced protection. Herein, it is shown that 2D covalent organic frameworks (COFs) with unique structures possess all the traits to be well suited as a platform for the deployment of highly efficient sorbents such that they exhibit remarkable performance, as demonstrated by uranium capture. The chelating groups laced on the open 1D channels exhibit exceptional accessibility, allowing significantly higher utilization efficiency. In addition, the 2D extended polygons packed closely in an eclipsed fashion bring chelating groups in adjacent layers parallel to each other, which may facilitate their cooperation, thereby leading to high affinity toward specific ions. As a result, the amidoxime‐functionalized COFs far outperform their corresponding amorphous analogs in terms of adsorption capacities, kinetics, and affinities. Specifically, COF‐TpAb‐AO is able to reduce various uranium contaminated water samples from 1 ppm to less than 0.1 ppb within several minutes, well below the drinking water limit (30 ppb), as well as mine uranium from spiked seawater with an exceptionally high uptake capacity of 127 mg g −1 . These results delineate important synthetic advances toward the implementation of COFs in environmental remediation.},
doi = {10.1002/adma.201705479},
journal = {Advanced Materials},
number = ,
volume = ,
place = {United States},
year = {2018},
month = {3}
}

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Figures / Tables:

Figure 1 Figure 1: a) Synthetic scheme of COF-TpDb through the condensation of Tp (black) and Db (blue) and corresponding chemical transformation from the cyano to amidoxime group, yielding COF-TpDb-AO. b,c) Graphic view of the eclipsed AA stacking structure of COF-TpDb (blue, N; gray, C; red, O; hydrogen is omitted for clarity).more » d) Graphic view of COF-TpDb-AO (blue, N; gray, C; red, O; hydrogen is omitted for clarity).« less

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  • Angewandte Chemie International Edition, Vol. 58, Issue 19
  • DOI: 10.1002/anie.201902543

Mechanochromic luminescent covalent organic frameworks for highly selective hydroxyl radical detection
journal, January 2019

  • Liu, Wei; Cao, Yuping; Wang, Wenzhuang
  • Chemical Communications, Vol. 55, Issue 2
  • DOI: 10.1039/c8cc07783e

Dual luminescent covalent organic frameworks for nitro-explosive detection
journal, January 2019

  • Faheem, Muhammad; Aziz, Saba; Jing, Xiaofei
  • Journal of Materials Chemistry A, Vol. 7, Issue 47
  • DOI: 10.1039/c9ta09497k

Polypropylene nonwoven fabric modified with oxime and guanidine for antibiofouling and highly selective uranium recovery from seawater
journal, May 2019

  • Yang, Sen; Ji, Guoxun; Cai, Suya
  • Journal of Radioanalytical and Nuclear Chemistry, Vol. 321, Issue 1
  • DOI: 10.1007/s10967-019-06578-7

Covalent Organic Frameworks: Chemical Approaches to Designer Structures and Built‐In Functions
journal, March 2020

  • Chen, Xinyi; Geng, Keyu; Liu, Ruoyang
  • Angewandte Chemie International Edition, Vol. 59, Issue 13
  • DOI: 10.1002/anie.201904291

Synthesis of novel nanomaterials and their application in efficient removal of radionuclides
journal, June 2019


Emerging Functional Porous Polymeric and Carbonaceous Materials for Environmental Treatment and Energy Storage
journal, November 2019

  • Zheng, Bingna; Lin, Xidong; Zhang, Xingcai
  • Advanced Functional Materials, Vol. 30, Issue 41
  • DOI: 10.1002/adfm.201907006

N, P, and S Codoped Graphene-Like Carbon Nanosheets for Ultrafast Uranium (VI) Capture with High Capacity
journal, August 2018


Ag Nanoparticles Supported on a Resorcinol‐Phenylenediamine‐Based Covalent Organic Framework for Chemical Fixation of CO 2
journal, October 2019

  • Chakraborty, Debanjan; Shekhar, Pragalbh; Singh, Himan Dev
  • Chemistry – An Asian Journal, Vol. 14, Issue 24
  • DOI: 10.1002/asia.201901157

Bio-inspired nano-traps for uranium extraction from seawater and recovery from nuclear waste
journal, April 2018


An Ion‐Crosslinked Supramolecular Hydrogel for Ultrahigh and Fast Uranium Recovery from Seawater
journal, January 2020


Isostructural Three‐Dimensional Covalent Organic Frameworks
journal, June 2019


Tailored covalent organic frameworks by post-synthetic modification
journal, January 2020

  • Ding, Huimin; Mal, Arindam; Wang, Cheng
  • Materials Chemistry Frontiers, Vol. 4, Issue 1
  • DOI: 10.1039/c9qm00555b

Photoinduced Multiple Effects to Enhance Uranium Extraction from Natural Seawater by Black Phosphorus Nanosheets
journal, November 2019


Ammoniating Covalent Organic Framework (COF) for High‐Performance and Selective Extraction of Toxic and Radioactive Uranium Ions
journal, June 2019


Extraction and adsorption of U(VI) from aqueous solution using affinity ligand-based technologies: an overview
journal, July 2019

  • Wang, Jianlong; Zhuang, Shuting
  • Reviews in Environmental Science and Bio/Technology, Vol. 18, Issue 3
  • DOI: 10.1007/s11157-019-09507-y

Opportunities of Covalent Organic Frameworks for Advanced Applications
journal, November 2018


Postsynthetic functionalization of covalent organic frameworks
journal, August 2019

  • Yusran, Yusran; Guan, Xinyu; Li, Hui
  • National Science Review, Vol. 7, Issue 1
  • DOI: 10.1093/nsr/nwz122

A Dual‐Surface Amidoximated Halloysite Nanotube for High‐Efficiency Economical Uranium Extraction from Seawater
journal, September 2019


Iridium complex immobilization on covalent organic framework for effective C—H borylation
journal, October 2019

  • Vardhan, Harsh; Pan, Yanxiong; Yang, Zhongyu
  • APL Materials, Vol. 7, Issue 10
  • DOI: 10.1063/1.5122674

Postsynthetic Covalent Modification in Covalent Organic Frameworks
journal, July 2018

  • Yusran, Yusran; Fang, Qianrong; Qiu, Shilun
  • Israel Journal of Chemistry, Vol. 58, Issue 9-10
  • DOI: 10.1002/ijch.201800066

Adsorption behaviours of Th(IV) and U(VI) using nitric acid (HNO 3 ) modified activated carbon: equilibrium, thermodynamic and kinetic studies
journal, November 2019


Isostructural Three-Dimensional Covalent Organic Frameworks
journal, June 2019

  • Gao, Chao; Li, Jian; Yin, Sheng
  • Angewandte Chemie International Edition, Vol. 58, Issue 29
  • DOI: 10.1002/anie.201905591

A Marine‐Inspired Hybrid Sponge for Highly Efficient Uranium Extraction from Seawater
journal, May 2019

  • Wang, Dong; Song, Jianan; Lin, Sen
  • Advanced Functional Materials, Vol. 29, Issue 32
  • DOI: 10.1002/adfm.201901009

Designed Synthesis of a 2D Porphyrin‐Based sp 2 Carbon‐Conjugated Covalent Organic Framework for Heterogeneous Photocatalysis
journal, February 2019


2D and 3D Porphyrinic Covalent Organic Frameworks: The Influence of Dimensionality on Functionality
journal, January 2020


A Dual‐Surface Amidoximated Halloysite Nanotube for High‐Efficiency Economical Uranium Extraction from Seawater
journal, September 2019

  • Zhao, Shilei; Yuan, Yihui; Yu, Qiuhan
  • Angewandte Chemie International Edition, Vol. 58, Issue 42
  • DOI: 10.1002/anie.201908762

Tailoring Covalent Organic Frameworks To Capture Water Contaminants
journal, February 2019

  • Fernandes, Soraia P. S.; Romero, Vanesa; Espiña, Begoña
  • Chemistry – A European Journal, Vol. 25, Issue 26
  • DOI: 10.1002/chem.201806025

Designed synthesis of stable light-emitting two-dimensional sp2 carbon-conjugated covalent organic frameworks
journal, October 2018


Amidation, Esterification, and Thioesterification of a Carboxyl‐Functionalized Covalent Organic Framework
journal, December 2019

  • Guo, Lei; Jia, Shang; Diercks, Christian S.
  • Angewandte Chemie, Vol. 132, Issue 5
  • DOI: 10.1002/ange.201912579

Photoinduced Multiple Effects to Enhance Uranium Extraction from Natural Seawater by Black Phosphorus Nanosheets
journal, December 2019

  • Yuan, Yihui; Niu, Biye; Yu, Qiuhan
  • Angewandte Chemie International Edition, Vol. 59, Issue 3
  • DOI: 10.1002/anie.201913644

Ultrafast and Highly Selective Uranium Extraction from Seawater by Hydrogel-like Spidroin-based Protein Fiber
journal, July 2019

  • Yuan, Yihui; Yu, Qiuhan; Wen, Jun
  • Angewandte Chemie International Edition, Vol. 58, Issue 34
  • DOI: 10.1002/anie.201906191

Amidation, Esterification, and Thioesterification of a Carboxyl‐Functionalized Covalent Organic Framework
journal, January 2020

  • Guo, Lei; Jia, Shang; Diercks, Christian S.
  • Angewandte Chemie International Edition, Vol. 59, Issue 5
  • DOI: 10.1002/anie.201912579

2D and 3D Porphyrinic Covalent Organic Frameworks: The Influence of Dimensionality on Functionality
journal, January 2020

  • Meng, Yi; Luo, Yi; Shi, Ji‐Long
  • Angewandte Chemie International Edition, Vol. 59, Issue 9
  • DOI: 10.1002/anie.201913091

Covalent Organic Frameworks with Chirality Enriched by Biomolecules for Efficient Chiral Separation
journal, November 2018

  • Zhang, Sainan; Zheng, Yunlong; An, Hongde
  • Angewandte Chemie International Edition, Vol. 57, Issue 51
  • DOI: 10.1002/anie.201810571

A Molecular Coordination Template Strategy for Designing Selective Porous Aromatic Framework Materials for Uranyl Capture
journal, July 2019


Sustained Solar H 2 Evolution from a Thiazolo[5,4- d ]thiazole-Bridged Covalent Organic Framework and Nickel-Thiolate Cluster in Water
journal, June 2019

  • Biswal, Bishnu P.; Vignolo-González, Hugo A.; Banerjee, Tanmay
  • Journal of the American Chemical Society, Vol. 141, Issue 28
  • DOI: 10.1021/jacs.9b03243

Regenerable and stable sp2 carbon-conjugated covalent organic frameworks for selective detection and extraction of uranium
journal, January 2020


Figures/Tables have been extracted from DOE-funded journal article accepted manuscripts.