Skip to main content
U.S. Department of Energy
Office of Scientific and Technical Information

Exploiting π–π Interactions to Design an Efficient Sorbent for Atrazine Removal from Water

Journal Article · · ACS Applied Materials and Interfaces

The United States Environmental Protection Agency (EPA) recognizes atrazine, a commonly used herbicide, as an endocrine disrupting compound. Excessive use of this agrochemical results in contamination of surface and ground water supplies via agricultural runoff. Efficient removal of atrazine from contaminated water supplies is paramount. Here, the mechanism governing atrazine adsorption in Zr6-based MOFs has been thoroughly investigated by studying the effects of MOF linker and topology on atrazine uptake capacity and uptake kinetics. We found that the mesopores of NU-1000 facilitated rapid atrazine uptake saturating in < 5 min and that the pyrene-based linkers offered sufficient sites for π-π interactions with atrazine as demonstrated by the near 100% uptake. Without the presence of a pyrene-based linker, NU-1008, a MOF similar to NU-1000 with respect to surface area and pore size, removed <20% of the exposed atrazine. Here, these results suggest that the atrazine uptake capacity demonstrated by NU-1000 stems from the presence of a pyrene core in the MOF linker, affirming that π-π stacking is responsible for driving atrazine adsorption. Furthermore, NU-1000 displays an exceptional atrazine removal capacity through 3 cycles of adsorption-desorption. Powder X-ray diffraction (PXRD) and Brunauer–Emmett–Teller (BET) surface area analysis confirmed the retention of MOF crystallinity and porosity throughout the adsorption-desorption cycles.

Research Organization:
Univ. of Minnesota, Minneapolis, MN (United States). Nanoporous Materials Genome Center
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22)
Contributing Organization:
International Institute for Nanotechnology (IIN)
Grant/Contract Number:
SC0008688
OSTI ID:
1508098
Journal Information:
ACS Applied Materials and Interfaces, Journal Name: ACS Applied Materials and Interfaces Journal Issue: 6 Vol. 11; ISSN 1944-8244
Publisher:
American Chemical Society (ACS)Copyright Statement
Country of Publication:
United States
Language:
English

References (59)

Metal–Organic Frameworks as Efficient Materials for Drug Delivery journal September 2006
Functional Porous Coordination Polymers journal April 2004
Presence versus Proximity: The Role of Pendant Amines in the Catalytic Hydrolysis of a Nerve Agent Simulant journal January 2018
Atrazine remediation in wetland microcosms journal May 2001
Sorption of pollutants by porous carbon, carbon nanotubes and fullerene- An overview journal February 2013
Properties comparison of biochars from corn straw with different pretreatment and sorption behaviour of atrazine journal November 2013
Sorption of mercury (II) and atrazine by biochar, modified biochars and biochar based activated carbon in aqueous solution journal July 2016
Metal–organic frameworks as potential drug carriers journal April 2010
Simultaneous adsorption of atrazine and Cu (II) from wastewater by magnetic multi-walled carbon nanotube journal November 2012
Atrazine immobilization on sludge derived biochar and the interactive influence of coexisting Pb(II) or Cr(VI) ions journal September 2015
Efficiency of different clay minerals modified with a cationic surfactant in the adsorption of pesticides: Influence of clay type and pesticide hydrophobicity journal March 2006
Sorption of atrazine on conventional and surface modified activated carbons journal October 2006
Adsorption and desorption of atrazine on carbon nanotubes journal May 2008
Arsenic removal from water/wastewater using adsorbents—A critical review journal April 2007
Adsorption and removal of phthalic acid and diethyl phthalate from water with zeolitic imidazolate and metal–organic frameworks journal January 2015
Improved synthesis, thermal stability and catalytic properties of the metal-organic framework compound Cu3(BTC)2 journal August 2004
Role of activated carbon properties in atrazine and paracetamol adsorption equilibrium and kinetics journal May 2015
Application of ozonation for pharmaceuticals and personal care products removal from water journal May 2017
Critical evaluation and comparison of enrichment efficiency of multi-walled carbon nanotubes, C18 silica and activated carbon towards some pesticides from environmental waters journal February 2008
Atrazine removal using adsorption and electrochemical regeneration journal July 2004
Removal of atrazine, lindane and diazinone from water by organo-zeolites journal March 2006
Ozone oxidation of pharmaceuticals, endocrine disruptors and pesticides during drinking water treatment journal October 2009
Degradation of atrazine by UV/chlorine: Efficiency, influencing factors, and products journal March 2016
Removal of atrazine and its by-products from water using electrochemical advanced oxidation processes journal November 2017
Cerium(IV) vs Zirconium(IV) Based Metal–Organic Frameworks for Detoxification of a Nerve Agent journal March 2017
Efficient Capture of Perrhenate and Pertechnetate by a Mesoporous Zr Metal–Organic Framework and Examination of Anion Binding Motifs journal January 2018
Insights into Supramolecular Sites Responsible for Complete Separation of Biomass-Derived Phenolics and Glucose in Metal–Organic Framework NU-1000 journal April 2017
Metal–Organic Frameworks for Air Purification of Toxic Chemicals journal April 2014
Tunable Rare-Earth fcu-MOFs: A Platform for Systematic Enhancement of CO2 Adsorption Energetics and Uptake journal May 2013
A New Zirconium Inorganic Building Brick Forming Metal Organic Frameworks with Exceptional Stability
  • Cavka, Jasmina Hafizovic; Jakobsen, Søren; Olsbye, Unni
  • Journal of the American Chemical Society, Vol. 130, Issue 42, p. 13850-13851 https://doi.org/10.1021/ja8057953
journal October 2008
High Efficiency Adsorption and Removal of Selenate and Selenite from Water Using Metal–Organic Frameworks journal June 2015
MOF Crystal Chemistry Paving the Way to Gas Storage Needs: Aluminum-Based soc -MOF for CH 4 , O 2 , and CO 2 Storage journal October 2015
Single-Site Heterogeneous Catalysts for Olefin Polymerization Enabled by Cation Exchange in a Metal-Organic Framework journal August 2016
Decontamination of Bisphenol A from Aqueous Solution by Graphene Adsorption journal May 2012
Design and synthesis of an exceptionally stable and highly porous metal-organic framework journal November 1999
Chemical, thermal and mechanical stabilities of metal–organic frameworks journal February 2016
Porous materials with optimal adsorption thermodynamics and kinetics for CO2 separation journal February 2013
Advances in water treatment by adsorption technology journal December 2006
Scalable synthesis and post-modification of a mesoporous metal-organic framework called NU-1000 journal December 2015
Simultaneous removal of atrazine and copper using polyacrylic acid-functionalized magnetic ordered mesoporous carbon from water: adsorption mechanism journal March 2017
Topology and porosity control of metal–organic frameworks through linker functionalization journal January 2019
Postsynthetic modification of metal–organic frameworks journal January 2009
Selective gas adsorption and separation in metal–organic frameworks journal January 2009
Metal–organic framework materials as catalysts journal January 2009
H 2 storage in isostructural UiO-67 and UiO-66 MOFs journal January 2012
A facile synthesis of UiO-66, UiO-67 and their derivatives journal January 2013
Zr-based metal–organic frameworks: design, synthesis, structure, and applications journal January 2016
Efficient extraction of sulfate from water using a Zr-metal–organic framework journal January 2016
Encapsulation of an organometallic cationic catalyst by direct exchange into an anionic MOF journal January 2016
The dual capture of As V and As III by UiO-66 and analogues journal January 2016
Metal–organic frameworks for the removal of toxic industrial chemicals and chemical warfare agents journal January 2017
Revisiting the structural homogeneity of NU-1000, a Zr-based metal–organic framework journal January 2018
The Removal of Atrazine from Water using Specific Polymeric Adsorbent journal July 2014
Removal of atrazine from water by use of nonionic polymeric resins
  • Doulia, D.; Hourdakis, A.; Rigas, F.
  • Journal of Environmental Science and Health . Part A: Environmental Science and Engineering and Toxicology, Vol. 32, Issue 9-10 https://doi.org/10.1080/10934529709376708
journal October 1997
Water Treatment by Adsorption Columns: Evaluation at Ground Level journal August 2013
Hydrogen Storage in Microporous Metal-Organic Frameworks journal May 2003
Hydrocarbon Separations in a Metal-Organic Framework with Open Iron(II) Coordination Sites journal March 2012
The Chemistry and Applications of Metal-Organic Frameworks journal August 2013
Adsorption kinetics, isotherms and thermodynamics of atrazine removal using a banana peel based sorbent journal March 2012

Cited By (2)


Similar Records

Efficient Removal of Per- and Polyfluoroalkyl Substances from Water with Zirconium-Based Metal–Organic Frameworks
Journal Article · Mon Apr 19 00:00:00 EDT 2021 · Chemistry of Materials · OSTI ID:1786325

Designing Higher Surface Area Metal-Organic Frameworks: Are Triple Bonds Better than Phenyls?
Journal Article · Wed Jun 20 00:00:00 EDT 2012 · Journal of the American Chemical Society · OSTI ID:1050109

Efficient Capture of Perrhenate and Pertechnetate by a Mesoporous Zr Metal–Organic Framework and Examination of Anion Binding Motifs
Journal Article · Tue Jan 09 23:00:00 EST 2018 · Chemistry of Materials · OSTI ID:1420780