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Title: Molecular Weaving of Covalent Organic Frameworks for Adaptive Guest Inclusion

Abstract

The synthesis of new isoreticular non-interpenetrated woven covalent organic frameworks (COFs) was achieved by linking aldehyde-functionalized copper(I) bisphenanthroline complexes with benzidine linkers in the presence of a bulky anion, diphenylphosphinate (PO2Ph2-) to give metalated COF-506-Cu and, upon removal of copper(I), the demetalated COF-506. The structures ofthese COFs were determined by a combination of powder X-ray diffraction and electron microscopy techniques. Guest-accessibility to the pores of the two frameworks was examined by vapor and dye inclusion studies and compared to the already reported doubly-interpenetrated COF-505-Cu.  Remarkably, COF-506 was found to take up guest molecules that exceed the size of the COF-506-Cu pores, thus giving credence to the notion of a novel mode of motional dynamics in solids we term 'adaptive inclusion'.

Authors:
ORCiD logo [1];  [2]; ORCiD logo [1]; ORCiD logo [1];  [1];  [1]; ORCiD logo [1]
  1. Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
  2. Shanghai Tech Univ. (China)
Publication Date:
Research Org.:
Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
OSTI Identifier:
1477401
Grant/Contract Number:  
AC02-05CH11231
Resource Type:
Accepted Manuscript
Journal Name:
Journal of the American Chemical Society
Additional Journal Information:
Journal Volume: 140; Journal Issue: 47; Journal ID: ISSN 0002-7863
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Liu, Yuzhong, Ma, Yanhang, Yang, Jingjing, Diercks, Christian S., Tamura, Nobumichi, Jin, Fangying, and Yaghi, Omar M. Molecular Weaving of Covalent Organic Frameworks for Adaptive Guest Inclusion. United States: N. p., 2018. Web. doi:10.1021/jacs.8b08949.
Liu, Yuzhong, Ma, Yanhang, Yang, Jingjing, Diercks, Christian S., Tamura, Nobumichi, Jin, Fangying, & Yaghi, Omar M. Molecular Weaving of Covalent Organic Frameworks for Adaptive Guest Inclusion. United States. https://doi.org/10.1021/jacs.8b08949
Liu, Yuzhong, Ma, Yanhang, Yang, Jingjing, Diercks, Christian S., Tamura, Nobumichi, Jin, Fangying, and Yaghi, Omar M. Mon . "Molecular Weaving of Covalent Organic Frameworks for Adaptive Guest Inclusion". United States. https://doi.org/10.1021/jacs.8b08949. https://www.osti.gov/servlets/purl/1477401.
@article{osti_1477401,
title = {Molecular Weaving of Covalent Organic Frameworks for Adaptive Guest Inclusion},
author = {Liu, Yuzhong and Ma, Yanhang and Yang, Jingjing and Diercks, Christian S. and Tamura, Nobumichi and Jin, Fangying and Yaghi, Omar M.},
abstractNote = {The synthesis of new isoreticular non-interpenetrated woven covalent organic frameworks (COFs) was achieved by linking aldehyde-functionalized copper(I) bisphenanthroline complexes with benzidine linkers in the presence of a bulky anion, diphenylphosphinate (PO2Ph2-) to give metalated COF-506-Cu and, upon removal of copper(I), the demetalated COF-506. The structures ofthese COFs were determined by a combination of powder X-ray diffraction and electron microscopy techniques. Guest-accessibility to the pores of the two frameworks was examined by vapor and dye inclusion studies and compared to the already reported doubly-interpenetrated COF-505-Cu.  Remarkably, COF-506 was found to take up guest molecules that exceed the size of the COF-506-Cu pores, thus giving credence to the notion of a novel mode of motional dynamics in solids we term 'adaptive inclusion'.},
doi = {10.1021/jacs.8b08949},
journal = {Journal of the American Chemical Society},
number = 47,
volume = 140,
place = {United States},
year = {Mon Oct 01 00:00:00 EDT 2018},
month = {Mon Oct 01 00:00:00 EDT 2018}
}

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Works referenced in this record:

Very Large Breathing Effect in the First Nanoporous Chromium(III)-Based Solids MIL-53 or CrIII(OH)·{O2C−C6H4−CO2}·{HO2C−C6H4−CO2H}x·H2Oy
journal, November 2002

  • Serre, Christian; Millange, Franck; Thouvenot, Christelle
  • Journal of the American Chemical Society, Vol. 124, Issue 45, p. 13519-13526
  • DOI: 10.1021/ja0276974

Large breathing effects in three-dimensional porous hybrid matter: facts, analyses, rules and consequences
journal, January 2009

  • Férey, Gérard; Serre, Christian
  • Chemical Society Reviews, Vol. 38, Issue 5
  • DOI: 10.1039/b804302g

A pressure-amplifying framework material with negative gas adsorption transitions
journal, April 2016

  • Krause, Simon; Bon, Volodymyr; Senkovska, Irena
  • Nature, Vol. 532, Issue 7599
  • DOI: 10.1038/nature17430

Photophysical pore control in an azobenzene-containing metal–organic framework
journal, January 2013

  • Brown, Jonathan W.; Henderson, Bryana L.; Kiesz, Matthew D.
  • Chemical Science, Vol. 4, Issue 7
  • DOI: 10.1039/c3sc21659d

Flexible metal–organic frameworks
journal, January 2014

  • Schneemann, A.; Bon, V.; Schwedler, I.
  • Chem. Soc. Rev., Vol. 43, Issue 16
  • DOI: 10.1039/C4CS00101J

Soft porous crystals
journal, November 2009

  • Horike, Satoshi; Shimomura, Satoru; Kitagawa, Susumu
  • Nature Chemistry, Vol. 1, Issue 9, p. 695-704
  • DOI: 10.1038/nchem.444

Rigid-Strut-Containing Crown Ethers and [2]Catenanes for Incorporation into Metal-Organic Frameworks
journal, November 2009

  • Zhao, Yan-Li; Liu, Lihua; Zhang, Wenyu
  • Chemistry - A European Journal, Vol. 15, Issue 48, p. 13356-13380
  • DOI: 10.1002/chem.200902350

Robust dynamics
journal, May 2010

  • Deng, Hexiang; Olson, Mark A.; Stoddart, J. Fraser
  • Nature Chemistry, Vol. 2, Issue 6, p. 439-443
  • DOI: 10.1038/nchem.654

Weaving of organic threads into a crystalline covalent organic framework
journal, January 2016


A Synthetic Route for Crystals of Woven Structures, Uniform Nanocrystals, and Thin Films of Imine Covalent Organic Frameworks
journal, September 2017

  • Zhao, Yingbo; Guo, Lei; Gándara, Felipe
  • Journal of the American Chemical Society, Vol. 139, Issue 37
  • DOI: 10.1021/jacs.7b07457

The geometry of periodic knots, polycatenanes and weaving from a chemical perspective: a library for reticular chemistry
journal, January 2018

  • Liu, Yuzhong; O'Keeffe, Michael; Treacy, Michael M. J.
  • Chemical Society Reviews, Vol. 47, Issue 12
  • DOI: 10.1039/C7CS00695K

Metal coordination as a template strategy to make resilient woven materials
journal, January 2018

  • Liu, Yuzhong; Yaghi, Omar M.
  • Bulletin of Japan Society of Coordination Chemistry, Vol. 71, Issue 0
  • DOI: 10.4019/bjscc.71.12

The CdSO4, rutile, cooperite and quartz dual nets: interpenetration and catenation
journal, January 2003


Vibrational spectra of imidazolium tetrafluoroborate ionic liquids
journal, February 2006


Scanning reciprocal space for solving unknown structures: energy filtered diffraction tomography and rotation diffraction tomography methods
journal, January 2013

  • Gemmi, Mauro; Oleynikov, Peter
  • Zeitschrift für Kristallographie - Crystalline Materials, Vol. 228, Issue 1
  • DOI: 10.1524/zkri.2013.1559

Salicylideneanilines-Based Covalent Organic Frameworks as Chemoselective Molecular Sieves
journal, June 2017

  • Ning, Guo-Hong; Chen, Zixuan; Gao, Qiang
  • Journal of the American Chemical Society, Vol. 139, Issue 26
  • DOI: 10.1021/jacs.7b02696

Designed synthesis of large-pore crystalline polyimide covalent organic frameworks
journal, July 2014

  • Fang, Qianrong; Zhuang, Zhongbin; Gu, Shuang
  • Nature Communications, Vol. 5, Issue 1
  • DOI: 10.1038/ncomms5503

Adsorptive removal of methyl orange and methylene blue from aqueous solution with a metal-organic framework material, iron terephthalate (MOF-235)
journal, January 2011


Works referencing / citing this record:

Construction of Covalent‐Organic Frameworks (COFs) from Amorphous Covalent Organic Polymers via Linkage Replacement
journal, October 2019


Structural Basis of CO2 Adsorption in a Flexible Metal-Organic Framework Material
journal, March 2019

  • Allen, Andrew; Wong-Ng, Winnie; Cockayne, Eric
  • Nanomaterials, Vol. 9, Issue 3
  • DOI: 10.3390/nano9030354

Divergent Chemistry Paths for 3D and 1D Metallo‐Covalent Organic Frameworks (COFs)
journal, April 2020

  • Xu, Hai‐Sen; Luo, Yi; See, Pei Zhen
  • Angewandte Chemie International Edition, Vol. 59, Issue 28
  • DOI: 10.1002/anie.202002724

Construction of Covalent‐Organic Frameworks (COFs) from Amorphous Covalent Organic Polymers via Linkage Replacement
journal, December 2019

  • Zhai, Yufeng; Liu, Guiyan; Jin, Fenchun
  • Angewandte Chemie International Edition, Vol. 58, Issue 49
  • DOI: 10.1002/anie.201911231

Divergent Chemistry Paths for 3D and 1D Metallo‐Covalent Organic Frameworks (COFs)
journal, April 2020