Opportunities of Covalent Organic Frameworks for Advanced Applications

Song, Yanpei; Sun, Qi; Aguila, Briana; Ma, Shengqian

doi:10.1002/advs.201801410

Title: Opportunities of Covalent Organic Frameworks for Advanced Applications

Journal Article · 12 November 2018 · Advanced Science

DOI: https://doi.org/10.1002/advs.201801410 · OSTI ID:1481800

Song, Yanpei ^[1]; Sun, Qi ^[1]; Aguila, Briana ^[1];

^[1]

Univ. of South Florida, Tampa, FL (United States). Dept. of Chemistry

Covalent organic frameworks (COFs) are an emerging class of functional nanostructures with intriguing properties, due to their unprecedented combination of high crystallinity, tunable pore size, large surface area, and unique molecular architecture. The range of properties characterized in COFs has rapidly expanded to include those of interest for numerous applications ranging from energy to environment. Here, a background overview is provided, consisting of a brief introduction of porous materials and the design feature of COFs. Then, recent advancements of COFs as a designer platform for a plethora of applications are emphasized together with discussions about the strategies and principles involved. Finally, challenges remaining for this type material for real applications are outlined.

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Research Organization:: Univ. of South Florida, Tampa, FL (United States)

Sponsoring Organization:: USDOE Office of Nuclear Energy (NE)

Grant/Contract Number:: NE0008281

OSTI ID:: 1481800

Alternate ID(s):: OSTI ID: 1481802; OSTI ID: 1613872

Journal Information:: Advanced Science, Vol. 6, Issue 2; ISSN 2198-3844

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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Chemically Stable Multilayered Covalent Organic Nanosheets from Covalent Organic Frameworks via Mechanical Delamination Chandra, Suman; Kandambeth, Sharath; Biswal, Bishnu P. Journal of the American Chemical Society, Vol. 135, Issue 47 https://doi.org/10.1021/ja408121p	journal	November 2013
β-Ketoenamine-Linked Covalent Organic Frameworks Capable of Pseudocapacitive Energy Storage DeBlase, Catherine R.; Silberstein, Katharine E.; Truong, Thanh-Tam Journal of the American Chemical Society, Vol. 135, Issue 45 https://doi.org/10.1021/ja409421d	journal	October 2013
Phosphoric Acid Loaded Azo (−N═N−) Based Covalent Organic Framework for Proton Conduction Chandra, Suman; Kundu, Tanay; Kandambeth, Sharath Journal of the American Chemical Society, Vol. 136, Issue 18 https://doi.org/10.1021/ja502212v	journal	April 2014
Room Temperature Synthesis of Covalent–Organic Framework Films through Vapor-Assisted Conversion Medina, Dana D.; Rotter, Julian M.; Hu, Yinghong Journal of the American Chemical Society, Vol. 137, Issue 3 https://doi.org/10.1021/ja510895m	journal	January 2015
3D Porous Crystalline Polyimide Covalent Organic Frameworks for Drug Delivery Fang, Qianrong; Wang, Junhua; Gu, Shuang Journal of the American Chemical Society, Vol. 137, Issue 26 https://doi.org/10.1021/jacs.5b04147	journal	June 2015
Tailor-Made Pore Surface Engineering in Covalent Organic Frameworks: Systematic Functionalization for Performance Screening Huang, Ning; Krishna, Rajamani; Jiang, Donglin Journal of the American Chemical Society, Vol. 137, Issue 22 https://doi.org/10.1021/jacs.5b04300	journal	June 2015
Thioether-Based Fluorescent Covalent Organic Framework for Selective Detection and Facile Removal of Mercury(II) Ding, San-Yuan; Dong, Ming; Wang, Ya-Wen Journal of the American Chemical Society, Vol. 138, Issue 9 https://doi.org/10.1021/jacs.5b10754	journal	February 2016
Cationic Covalent Organic Frameworks: A Simple Platform of Anionic Exchange for Porosity Tuning and Proton Conduction Ma, Heping; Liu, Bailing; Li, Bin Journal of the American Chemical Society, Vol. 138, Issue 18 https://doi.org/10.1021/jacs.5b13490	journal	April 2016
A Pyrene-Based, Fluorescent Three-Dimensional Covalent Organic Framework Lin, Guiqing; Ding, Huimin; Yuan, Daqiang Journal of the American Chemical Society, Vol. 138, Issue 10 https://doi.org/10.1021/jacs.6b00652	journal	March 2016
Two-dimensional Covalent Organic Framework Thin Films Grown in Flow Bisbey, Ryan P.; DeBlase, Catherine R.; Smith, Brian J. Journal of the American Chemical Society, Vol. 138, Issue 36 https://doi.org/10.1021/jacs.6b04669	journal	August 2016
Constructing Crystalline Covalent Organic Frameworks from Chiral Building Blocks Xu, Hai-Sen; Ding, San-Yuan; An, Wan-Kai Journal of the American Chemical Society, Vol. 138, Issue 36 https://doi.org/10.1021/jacs.6b07516	journal	September 2016
Homochiral 2D Porous Covalent Organic Frameworks for Heterogeneous Asymmetric Catalysis Wang, Xiuren; Han, Xing; Zhang, Jie Journal of the American Chemical Society, Vol. 138, Issue 38 https://doi.org/10.1021/jacs.6b07714	journal	September 2016
Constructing Ultraporous Covalent Organic Frameworks in Seconds via an Organic Terracotta Process Karak, Suvendu; Kandambeth, Sharath; Biswal, Bishnu P. Journal of the American Chemical Society, Vol. 139, Issue 5 https://doi.org/10.1021/jacs.6b08815	journal	January 2017
Three-Dimensional Covalent Organic Frameworks with Dual Linkages for Bifunctional Cascade Catalysis Li, Hui; Pan, Qinying; Ma, Yunchao Journal of the American Chemical Society, Vol. 138, Issue 44 https://doi.org/10.1021/jacs.6b09563	journal	October 2016
Metalation of a Mesoporous Three-Dimensional Covalent Organic Framework Baldwin, Luke A.; Crowe, Jonathan W.; Pyles, David A. Journal of the American Chemical Society, Vol. 138, Issue 46 https://doi.org/10.1021/jacs.6b10316	journal	November 2016
Conjugated Covalent Organic Frameworks via Michael Addition–Elimination Rao, M. Rajeswara; Fang, Yuan; De Feyter, Steven Journal of the American Chemical Society, Vol. 139, Issue 6 https://doi.org/10.1021/jacs.6b12005	journal	January 2017
Stable Covalent Organic Frameworks for Exceptional Mercury Removal from Aqueous Solutions Huang, Ning; Zhai, Lipeng; Xu, Hong Journal of the American Chemical Society, Vol. 139, Issue 6 https://doi.org/10.1021/jacs.6b12328	journal	February 2017
Targeted Drug Delivery in Covalent Organic Nanosheets (CONs) via Sequential Postsynthetic Modification Mitra, Shouvik; Sasmal, Himadri Sekhar; Kundu, Tanay Journal of the American Chemical Society, Vol. 139, Issue 12 https://doi.org/10.1021/jacs.7b00925	journal	March 2017
Salen-Based Covalent Organic Framework Li, Li-Hua; Feng, Xiao-Lin; Cui, Xiao-Hui Journal of the American Chemical Society, Vol. 139, Issue 17 https://doi.org/10.1021/jacs.7b01523	journal	April 2017
Salicylideneanilines-Based Covalent Organic Frameworks as Chemoselective Molecular Sieves Ning, Guo-Hong; Chen, Zixuan; Gao, Qiang Journal of the American Chemical Society, Vol. 139, Issue 26 https://doi.org/10.1021/jacs.7b02696	journal	June 2017
Viologen-Based Conjugated Covalent Organic Networks via Zincke Reaction Das, Gobinda; Skorjanc, Tina; Sharma, Sudhir Kumar Journal of the American Chemical Society, Vol. 139, Issue 28 https://doi.org/10.1021/jacs.7b02836	journal	July 2017
Multivariate Chiral Covalent Organic Frameworks with Controlled Crystallinity and Stability for Asymmetric Catalysis Zhang, Jie; Han, Xing; Wu, Xiaowei Journal of the American Chemical Society, Vol. 139, Issue 24 https://doi.org/10.1021/jacs.7b03352	journal	June 2017
Chiral Covalent Organic Frameworks with High Chemical Stability for Heterogeneous Asymmetric Catalysis Han, Xing; Xia, Qingchun; Huang, Jinjing Journal of the American Chemical Society, Vol. 139, Issue 25 https://doi.org/10.1021/jacs.7b04008	journal	June 2017
Oriented Films of Conjugated 2D Covalent Organic Frameworks as Photocathodes for Water Splitting Sick, Torben; Hufnagel, Alexander G.; Kampmann, Jonathan Journal of the American Chemical Society, Vol. 140, Issue 6 https://doi.org/10.1021/jacs.7b06081	journal	December 2017
Synthesis of Ultrafine and Highly Dispersed Metal Nanoparticles Confined in a Thioether-Containing Covalent Organic Framework and Their Catalytic Applications Lu, Shuanglong; Hu, Yiming; Wan, Shun Journal of the American Chemical Society, Vol. 139, Issue 47 https://doi.org/10.1021/jacs.7b07918	journal	November 2017
Pore Environment Control and Enhanced Performance of Enzymes Infiltrated in Covalent Organic Frameworks Sun, Qi; Fu, Chung-Wei; Aguila, Briana Journal of the American Chemical Society, Vol. 140, Issue 3 https://doi.org/10.1021/jacs.7b10642	journal	January 2018
Diacetylene Functionalized Covalent Organic Framework (COF) for Photocatalytic Hydrogen Generation Pachfule, Pradip; Acharjya, Amitava; Roeser, Jérôme Journal of the American Chemical Society, Vol. 140, Issue 4 https://doi.org/10.1021/jacs.7b11255	journal	January 2018
Chiral 3D Covalent Organic Frameworks for High Performance Liquid Chromatographic Enantioseparation Han, Xing; Huang, Jinjing; Yuan, Chen Journal of the American Chemical Society, Vol. 140, Issue 3 https://doi.org/10.1021/jacs.7b12110	journal	January 2018
Controlled Gas Uptake in Metal–Organic Frameworks with Record Ammonia Sorption Rieth, Adam J.; Dincă, Mircea Journal of the American Chemical Society, Vol. 140, Issue 9 https://doi.org/10.1021/jacs.8b00313	journal	February 2018
Benzoxazole-Linked Ultrastable Covalent Organic Frameworks for Photocatalysis Wei, Pi-Feng; Qi, Ming-Zhu; Wang, Zhi-Peng Journal of the American Chemical Society, Vol. 140, Issue 13 https://doi.org/10.1021/jacs.8b00571	journal	March 2018
Fast, Ambient Temperature and Pressure Ionothermal Synthesis of Three-Dimensional Covalent Organic Frameworks Guan, Xinyu; Ma, Yunchao; Li, Hui Journal of the American Chemical Society, Vol. 140, Issue 13 https://doi.org/10.1021/jacs.8b01320	journal	March 2018
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Exceptional ammonia uptake by a covalent organic framework Doonan, Christian J.; Tranchemontagne, David J.; Glover, T. Grant Nature Chemistry, Vol. 2, Issue 3, p. 235-238 https://doi.org/10.1038/nchem.548	journal	February 2010
Bottom-up synthesis of chiral covalent organic frameworks and their bound capillaries for chiral separation Qian, Hai-Long; Yang, Cheng-Xiong; Yan, Xiu-Ping Nature Communications, Vol. 7, Issue 1 https://doi.org/10.1038/ncomms12104	journal	July 2016
Mercury nano-trap for effective and efficient removal of mercury(II) from aqueous solution Li, Baiyan; Zhang, Yiming; Ma, Dingxuan Nature Communications, Vol. 5, Issue 1 https://doi.org/10.1038/ncomms6537	journal	November 2014
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A tunable azine covalent organic framework platform for visible light-induced hydrogen generation Vyas, Vijay S.; Haase, Frederik; Stegbauer, Linus Nature Communications, Vol. 6, Issue 1 https://doi.org/10.1038/ncomms9508	journal	September 2015
Proton conduction in crystalline and porous covalent organic frameworks Xu, Hong; Tao, Shanshan; Jiang, Donglin Nature Materials, Vol. 15, Issue 7 https://doi.org/10.1038/nmat4611	journal	April 2016
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Covalent Organic Frameworks: A Sustainable Photocatalyst toward Visible‐Light‐Accelerated C3 Arylation and Alkylation of Quinoxalin‐2(1 H )‐Ones Tian, Miao; Liu, Shuyang; Bu, Xiubin Chemistry – A European Journal, Vol. 26, Issue 2 https://doi.org/10.1002/chem.201904860	journal	November 2019
Covalent Organic Frameworks: Chemical Approaches to Designer Structures and Built‐In Functions Chen, Xinyi; Geng, Keyu; Liu, Ruoyang Angewandte Chemie International Edition, Vol. 59, Issue 13 https://doi.org/10.1002/anie.201904291	journal	March 2020
Tailoring Covalent Organic Frameworks To Capture Water Contaminants Fernandes, Soraia P. S.; Romero, Vanesa; Espiña, Begoña Chemistry – A European Journal, Vol. 25, Issue 26 https://doi.org/10.1002/chem.201806025	journal	February 2019
Chemical Exfoliation as a Controlled Route to Enhance the Anodic Performance of COF in LIB Haldar, Sattwick; Roy, Kingshuk; Kushwaha, Rinku Advanced Energy Materials, Vol. 9, Issue 48 https://doi.org/10.1002/aenm.201902428	journal	November 2019
Tuning Pore Heterogeneity in Covalent Organic Frameworks for Enhanced Enzyme Accessibility and Resistance against Denaturants Sun, Qi; Aguila, Briana; Lan, Pui Ching Advanced Materials, Vol. 31, Issue 19 https://doi.org/10.1002/adma.201900008	journal	March 2019
Recent Advances in Covalent Organic Frameworks for Catalysis Liu, Jianguo; Wang, Nan; Ma, Longlong Chemistry – An Asian Journal, Vol. 15, Issue 3 https://doi.org/10.1002/asia.201901527	journal	December 2019
Ultra-permeable polyamide membranes harvested by covalent organic framework nanofiber scaffolds: a two-in-one strategy Zhang, Zhe; Shi, Xiansong; Wang, Rui Chemical Science, Vol. 10, Issue 39 https://doi.org/10.1039/c9sc03088c	journal	January 2019
A Corrole‐Based Covalent Organic Framework Featuring Desymmetrized Topology Zhao, Yanming; Dai, Wenhao; Peng, Yunlei Angewandte Chemie International Edition, Vol. 59, Issue 11 https://doi.org/10.1002/anie.201915569	journal	February 2020
Supramolecular Surface Charge Regulation in Ionic Covalent Organic Nanosheets: Reversible Exfoliation and Controlled Bacterial Growth Mal, Arindam; Vijayakumar, Samiyappan; Mishra, Rakesh K. Angewandte Chemie, Vol. 132, Issue 22 https://doi.org/10.1002/ange.201912363	journal	December 2019
Enhancing C ₂ H ₂ /C ₂ H ₄ separation by incorporating low-content sodium in covalent organic frameworks Tao, Yuan; Krishna, Rajamani; Yang, Li Xiao Inorganic Chemistry Frontiers, Vol. 6, Issue 10 https://doi.org/10.1039/c9qi00922a	journal	January 2019
Divergent Synthesis of Chiral Covalent Organic Frameworks Wang, Li‐Ke; Zhou, Jing‐Jing; Lan, Yu‐Bao Angewandte Chemie, Vol. 131, Issue 28 https://doi.org/10.1002/ange.201903534	journal	June 2019
Kovalente organische Gerüstverbindungen: chemische Ansätze für Designerstrukturen und integrierte Funktionen Chen, Xinyi; Geng, Keyu; Liu, Ruoyang Angewandte Chemie, Vol. 132, Issue 13 https://doi.org/10.1002/ange.201904291	journal	December 2019
Emerging Functional Porous Polymeric and Carbonaceous Materials for Environmental Treatment and Energy Storage Zheng, Bingna; Lin, Xidong; Zhang, Xingcai Advanced Functional Materials, Vol. 30, Issue 41 https://doi.org/10.1002/adfm.201907006	journal	November 2019
Post-synthetic modification of covalent organic frameworks Segura, José L.; Royuela, Sergio; Mar Ramos, M. Chemical Society Reviews, Vol. 48, Issue 14 https://doi.org/10.1039/c8cs00978c	journal	January 2019
Reaction Environment Modification in Covalent Organic Frameworks for Catalytic Performance Enhancement Sun, Qi; Tang, Yongquan; Aguila, Briana Angewandte Chemie, Vol. 131, Issue 26 https://doi.org/10.1002/ange.201900029	journal	April 2019
Mechanism unravelling for ultrafast and selective ⁹⁹ TcO ₄ ⁻ uptake by a radiation-resistant cationic covalent organic framework: a combined radiological experiment and molecular dynamics simulation study He, Linwei; Liu, Shengtang; Chen, Long Chemical Science, Vol. 10, Issue 15 https://doi.org/10.1039/c9sc00172g	journal	January 2019
A Marine‐Inspired Hybrid Sponge for Highly Efficient Uranium Extraction from Seawater Wang, Dong; Song, Jianan; Lin, Sen Advanced Functional Materials, Vol. 29, Issue 32 https://doi.org/10.1002/adfm.201901009	journal	May 2019
Facile Fabrication of Redox‐Responsive Covalent Organic Framework Nanocarriers for Efficiently Loading and Delivering Doxorubicin Liu, Shuai; Yang, Jumin; Guo, Ruiwei Macromolecular Rapid Communications, Vol. 41, Issue 4 https://doi.org/10.1002/marc.201900570	journal	January 2020
Supramolecular Chiral 2D Materials and Emerging Functions Shen, Bowen; Kim, Yongju; Lee, Myongsoo Advanced Materials, Vol. 32, Issue 41 https://doi.org/10.1002/adma.201905669	journal	February 2020
Iridium complex immobilization on covalent organic framework for effective C—H borylation Vardhan, Harsh; Pan, Yanxiong; Yang, Zhongyu APL Materials, Vol. 7, Issue 10 https://doi.org/10.1063/1.5122674	journal	October 2019
A Corrole‐Based Covalent Organic Framework Featuring Desymmetrized Topology Zhao, Yanming; Dai, Wenhao; Peng, Yunlei Angewandte Chemie, Vol. 132, Issue 11 https://doi.org/10.1002/ange.201915569	journal	March 2020
Supramolecular Surface Charge Regulation in Ionic Covalent Organic Nanosheets: Reversible Exfoliation and Controlled Bacterial Growth Mal, Arindam; Vijayakumar, Samiyappan; Mishra, Rakesh K. Angewandte Chemie International Edition, Vol. 59, Issue 22 https://doi.org/10.1002/anie.201912363	journal	December 2019
Covalent Organic Frameworks: A Sustainable Photocatalyst toward Visible‐Light‐Accelerated C3 Arylation and Alkylation of Quinoxalin‐2(1 H )‐ones Tian, Miao; Liu, Shuyang; Bu, Xiubin Chemistry – A European Journal, Vol. 26, Issue 2 https://doi.org/10.1002/chem.201903523	journal	November 2019
2D covalent organic frameworks with built-in amide active sites for efficient heterogeneous catalysis Li, Yang; Chen, Weiben; Gao, Ruidong Chemical Communications, Vol. 55, Issue 96 https://doi.org/10.1039/c9cc07500c	journal	January 2019
PolyCOFs: A New Class of Freestanding Responsive Covalent Organic Framework Membranes with High Mechanical Performance Wang, Zhifang; Yu, Qi; Huang, Yubo ACS Central Science, Vol. 5, Issue 8 https://doi.org/10.1021/acscentsci.9b00212	journal	June 2019

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
36 MATERIALS SCIENCE
Chemistry
Science & Technology
Materials Science
covalent organic frameworks
crystalline materials
porous materials
porous polymers
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Title: Opportunities of Covalent Organic Frameworks for Advanced Applications

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