Anthracene-Based Lanthanide Metal-Organic Frameworks: Synthesis, Structure, Photoluminescence, and Radioluminescence Properties

Mathis, II, Stephan; Golafale, Saki; Solntsev, Kyril; Ingram, Conrad

doi:10.3390/cryst8010053

Title: Anthracene-Based Lanthanide Metal-Organic Frameworks: Synthesis, Structure, Photoluminescence, and Radioluminescence Properties

Journal Article · Mon Jan 22 00:00:00 EST 2018 · Crystals

DOI:https://doi.org/10.3390/cryst8010053· OSTI ID:1422449

Mathis, II, Stephan; Golafale, Saki; Solntsev, Kyril; Ingram, Conrad

Four anthracene-based lanthanide metal-organic framework structures (MOFs) were synthesized from the combination of the lanthanide ions, Eu³⁺, Tb³⁺, Er³⁺, and Tm³⁺, with 9,10-anthracenedicarboxylic acid (H₂ADC) in dimethylformamide (DMF) under hydrothermal conditions. The 3-D networks crystalize in the triclinic system with P-1 space group with the following compositions: (i) {{[Ln₂(ADC)₃(DMF)₄·DMF]}_n, Ln = Eu (1) and Tb (2)} and (ii) {{[Ln₂(ADC)₃(DMF)₂(OH₂)₂·2DMF·H₂O]}_n, Ln = Er (3) and Tm (4)}. The metal centers exist in various coordination environments; nine coordinate in (i), while seven and eight coordinate in (ii). The deprotonated ligand, ADC, assumes multiple coordination modes, with its carboxylate functional groups severely twisted away from the plane of the anthracene moiety. The structures show ligand-based photoluminescence, which appears to be significantly quenched when compared with that of the parent H₂ADC solid powder. Structure 2 is the least quenched and showed an average photoluminescence lifetime from bi-exponential decay of 0.3 ns. On exposure to ionizing radiation, the structures show radioluminescence spectral features that are consistent with the isolation of the ligand units in its 3-D network. The spectral features vary among the 3-D networks and appear to suggest that the latter undergo significant changes in their molecular and/or electronic structure in the presence of the ionizing radiation.

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Research Organization:: Clark Atlanta Univ., Atlanta, GA (United States); Univ. of California, Riverside, CA (United States)

Sponsoring Organization:: USDOE National Nuclear Security Administration (NNSA)

Grant/Contract Number:: NA0000979; FE0022952

OSTI ID:: 1422449

Alternate ID(s):: OSTI ID: 1507356

Journal Information:: Crystals, Journal Name: Crystals Vol. 8 Journal Issue: 1; ISSN 2073-4352

Publisher:: MDPI AGCopyright Statement

Country of Publication:: Germany

Language:: English

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Cited by: 7 works

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References (33)

Rare earth anthracenedicarboxylate metal–organic frameworks: slow relaxation of magnetization of Nd ³⁺ , Gd ³⁺ , Dy ³⁺ , Er ³⁺ and Yb ³⁺ based materials Calahorro, Antonio J.; Oyarzabal, Itziar; Fernández, Belén Dalton Transactions, Vol. 45, Issue 2 https://doi.org/10.1039/C5DT03946K	journal	January 2016
The Scintillation Phenomenon in Anthracene I. Radiation Damage Clarke, H. B.; Northrop, D. C.; Simpson, O. Proceedings of the Physical Society, Vol. 79, Issue 2 https://doi.org/10.1088/0370-1328/79/2/315	journal	February 1962
The light induced valence change of europium in Sr2SiO4 ? Eu involving transient crystal structureElectronic supplementary information (ESI) available: details of the experiment under different irradiation conditions, characterization by XRD and PL spectra of Ba2SiO4 ? Eu3+ and Ca2SiO4 ? Eu3+. See http://www.rsc.org/suppdata/jm/b4/b400515e/ Nag, Abanti; Kutty, T. R. N. Journal of Materials Chemistry, Vol. 14, Issue 10 https://doi.org/10.1039/b400515e	journal	January 2004
Luminescent Metal–Organic Frameworks with Anthracene Chromophores: Small-Molecule Sensing and Highly Selective Sensing for Nitro Explosives Li, Xiao; Yang, Liu; Zhao, Liang Crystal Growth & Design, Vol. 16, Issue 8 https://doi.org/10.1021/acs.cgd.6b00482	journal	July 2016
Synthesis, structures and adsorption properties of two new magnesium coordination polymers Chen, Jinxi; Fan, Qiaoyu; Kitagawa, Susumu Solid State Sciences, Vol. 16 https://doi.org/10.1016/j.solidstatesciences.2012.10.012	journal	February 2013
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Synthesis, characterization and thermal studies on solid state 3-methoxybenzoate of lighter trivalent lanthanides Dametto, P. R.; Siqueira, A. B.; Carvalho, C. T. Eclética Química, Vol. 32, Issue 2 https://doi.org/10.1590/S0100-46702007000200003	journal	January 2007
A europium( iii )-based metal–organic framework as a naked-eye and fast response luminescence sensor for acetone and ferric iron Wang, Jian; Wang, Jingru; Li, Yang New Journal of Chemistry, Vol. 40, Issue 10 https://doi.org/10.1039/C6NJ02163H	journal	January 2016
Luminescent Functional Metal–Organic Frameworks Cui, Yuanjing; Yue, Yanfeng; Qian, Guodong Chemical Reviews, Vol. 112, Issue 2 https://doi.org/10.1021/cr200101d	journal	June 2011
Mesoporous stilbene-based lanthanide metal organic frameworks: synthesis, photoluminescence and radioluminescence characteristics Mathis II, Stephan R.; Golafale, Saki T.; Bacsa, John Dalton Transactions, Vol. 46, Issue 2 https://doi.org/10.1039/C6DT03755K	journal	January 2017
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Metal organic framework (MOF) micro/nanopillars Kojtari, Arben; Carroll, Patrick J.; Ji, Hai-Feng CrystEngComm, Vol. 16, Issue 14 https://doi.org/10.1039/C4CE00172A	journal	January 2014
Luminescent multifunctional lanthanides-based metal–organic frameworks Rocha, João; Carlos, Luís D.; Paz, Filipe A. Almeida Chem. Soc. Rev., Vol. 40, Issue 2 https://doi.org/10.1039/C0CS00130A	journal	January 2011
Cadmium(ii) coordination polymers based on a bulky anthracene-based dicarboxylate ligand: crystal structures and luminescent properties Liu, Chun-Sen; Wang, Jun-Jie; Chang, Ze CrystEngComm, Vol. 12, Issue 6 https://doi.org/10.1039/b923516g	journal	January 2010
Fluorescence of 9-anthroic acid and its esters. Environmental effects on excited-state behavior Werner, T. C.; Hercules, David M. The Journal of Physical Chemistry, Vol. 73, Issue 6 https://doi.org/10.1021/j100726a060	journal	June 1969
Metal–Organic Framework Materials as Chemical Sensors Kreno, Lauren E.; Leong, Kirsty; Farha, Omar K. Chemical Reviews, Vol. 112, Issue 2, p. 1105-1125 https://doi.org/10.1021/cr200324t	journal	September 2011
Crystal engineering of Cd(II) metal–organic frameworks bridged by dicarboxylates and N-donor coligands Liu, Jian-Qiang Journal of Coordination Chemistry, Vol. 64, Issue 9 https://doi.org/10.1080/00958972.2011.575132	journal	April 2011
Zinc(ii) coordination architectures with two bulky anthracene-based carboxylic ligands: crystal structures and luminescent properties Wang, Jun-Jie; Liu, Chun-Sen; Hu, Tong-Liang CrystEngComm, Vol. 10, Issue 6 https://doi.org/10.1039/b710209g	journal	January 2008
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OLEX2 : a complete structure solution, refinement and analysis program Dolomanov, Oleg V.; Bourhis, Luc J.; Gildea, Richard J. Journal of Applied Crystallography, Vol. 42, Issue 2 https://doi.org/10.1107/S0021889808042726	journal	January 2009
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Energy Transfer in Organic Phosphors Birks, J. B. Physical Review, Vol. 94, Issue 6 https://doi.org/10.1103/PhysRev.94.1567	journal	June 1954
Metal–organic frameworks as semiconductors Silva, Cláudia Gomes; Corma, Avelino; García, Hermenegildo Journal of Materials Chemistry, Vol. 20, Issue 16 https://doi.org/10.1039/b924937k	journal	January 2010
Luminescent metal–organic frameworks Allendorf, M. D.; Bauer, C. A.; Bhakta, R. K. Chemical Society Reviews, Vol. 38, Issue 5 https://doi.org/10.1039/b802352m	journal	January 2009
Designing metal-organic frameworks for radiation detection Feng, Patrick L.; Branson, Janelle V.; Hattar, Khalid Nuclear Instruments and Methods in Physics Research Section A: Accelerators, Spectrometers, Detectors and Associated Equipment, Vol. 652, Issue 1 https://doi.org/10.1016/j.nima.2011.01.102	journal	October 2011
Scintillating Metal-Organic Frameworks: A New Class of Radiation Detection Materials Doty, F. P.; Bauer, C. A.; Skulan, A. J. Advanced Materials, Vol. 21, Issue 1, p. 95-101 https://doi.org/10.1002/adma.200801753	journal	January 2009
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Scintillating Metal-Organic Frameworks: A New Class of Radiation Detection Materials Doty, F. P.; Bauer, C. A.; Skulan, A. J. Advanced Materials, Vol. 21, Issue 1, p. 95-101 https://doi.org/10.1002/adma.200801753	journal	January 2009
Regulation of π-Stacked Anthracene Arrangement for Fluorescence Modulation of Organic Solid from Monomer to Excited Oligomer Emission Hinoue, Tomoaki; Shigenoi, Yuta; Sugino, Misa Chemistry - A European Journal, Vol. 18, Issue 15 https://doi.org/10.1002/chem.201103518	journal	February 2012
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Designing metal-organic frameworks for radiation detection Feng, Patrick L.; Branson, Janelle V.; Hattar, Khalid Nuclear Instruments and Methods in Physics Research Section A: Accelerators, Spectrometers, Detectors and Associated Equipment, Vol. 652, Issue 1 https://doi.org/10.1016/j.nima.2011.01.102	journal	October 2011
Synthesis, structures and adsorption properties of two new magnesium coordination polymers Chen, Jinxi; Fan, Qiaoyu; Kitagawa, Susumu Solid State Sciences, Vol. 16 https://doi.org/10.1016/j.solidstatesciences.2012.10.012	journal	February 2013
Luminescent Metal–Organic Frameworks with Anthracene Chromophores: Small-Molecule Sensing and Highly Selective Sensing for Nitro Explosives Li, Xiao; Yang, Liu; Zhao, Liang Crystal Growth & Design, Vol. 16, Issue 8 https://doi.org/10.1021/acs.cgd.6b00482	journal	July 2016
An Ultrastable Europium(III)–Organic Framework with the Capacity of Discriminating Fe ²⁺ /Fe ³⁺ Ions in Various Solutions Wen, Guo-Xuan; Wu, Ya-Pan; Dong, Wen-Wen Inorganic Chemistry, Vol. 55, Issue 20 https://doi.org/10.1021/acs.inorgchem.6b01876	journal	September 2016
Tuning the Formations of Metal–Organic Frameworks by Modification of Ratio of Reactant, Acidity of Reaction System, and Use of a Secondary Ligand Gao, Qian; Xie, Ya-Bo; Li, Jian-Rong Crystal Growth & Design, Vol. 12, Issue 1 https://doi.org/10.1021/cg201059d	journal	December 2011
Zn ^II Coordination Poylmers Based on 2,3,6,7-Anthracenetetracarboxylic Acid: Synthesis, Structures, and Luminescence Properties Chang, Ze; Zhang, Ai-Shun; Hu, Tong-Liang Crystal Growth & Design, Vol. 9, Issue 11 https://doi.org/10.1021/cg900659r	journal	November 2009
Luminescent Functional Metal–Organic Frameworks Cui, Yuanjing; Yue, Yanfeng; Qian, Guodong Chemical Reviews, Vol. 112, Issue 2 https://doi.org/10.1021/cr200101d	journal	June 2011
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Ultramicroporous Metal−Organic Framework Based on 9,10-Anthracenedicarboxylate for Selective Gas Adsorption Ma, Shengqian; Wang, Xi-Sen; Collier, Christopher D. Inorganic Chemistry, Vol. 46, Issue 21 https://doi.org/10.1021/ic701507r	journal	October 2007
Fluorescence of 9-anthroic acid and its esters. Environmental effects on excited-state behavior Werner, T. C.; Hercules, David M. The Journal of Physical Chemistry, Vol. 73, Issue 6 https://doi.org/10.1021/j100726a060	journal	June 1969
Influence of Connectivity and Porosity on Ligand-Based Luminescence in Zinc Metal−Organic Frameworks Bauer, Christina A.; Timofeeva, Tatiana V.; Settersten, Thomas B. Journal of the American Chemical Society, Vol. 129, Issue 22 https://doi.org/10.1021/ja0700395	journal	June 2007
The light induced valence change of europium in Sr2SiO4 ? Eu involving transient crystal structureElectronic supplementary information (ESI) available: details of the experiment under different irradiation conditions, characterization by XRD and PL spectra of Ba2SiO4 ? Eu3+ and Ca2SiO4 ? Eu3+. See http://www.rsc.org/suppdata/jm/b4/b400515e/ Nag, Abanti; Kutty, T. R. N. Journal of Materials Chemistry, Vol. 14, Issue 10 https://doi.org/10.1039/b400515e	journal	January 2004
Zinc(ii) coordination architectures with two bulky anthracene-based carboxylic ligands: crystal structures and luminescent properties Wang, Jun-Jie; Liu, Chun-Sen; Hu, Tong-Liang CrystEngComm, Vol. 10, Issue 6 https://doi.org/10.1039/b710209g	journal	January 2008
Luminescent metal–organic frameworks Allendorf, M. D.; Bauer, C. A.; Bhakta, R. K. Chemical Society Reviews, Vol. 38, Issue 5 https://doi.org/10.1039/b802352m	journal	January 2009
A nanotubular metal–organic framework with permanent porosity: structure analysis and gas sorption studies Ma, Shengqian; Simmons, Jason M.; Yuan, Daqiang Chemical Communications, Issue 27 https://doi.org/10.1039/b906605e	journal	January 2009
Cadmium(ii) coordination polymers based on a bulky anthracene-based dicarboxylate ligand: crystal structures and luminescent properties Liu, Chun-Sen; Wang, Jun-Jie; Chang, Ze CrystEngComm, Vol. 12, Issue 6 https://doi.org/10.1039/b923516g	journal	January 2010
Metal–organic frameworks as semiconductors Silva, Cláudia Gomes; Corma, Avelino; García, Hermenegildo Journal of Materials Chemistry, Vol. 20, Issue 16 https://doi.org/10.1039/b924937k	journal	January 2010
Cadmium(ii) and zinc(ii) metal–organic frameworks with anthracene-based dicarboxylic ligands: solvothermal synthesis, crystal structures, and luminescent properties Wang, Jun-Jie; Hu, Tong-Liang; Bu, Xian-He CrystEngComm, Vol. 13, Issue 16 https://doi.org/10.1039/c1ce05287j	journal	January 2011
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The Scintillation Phenomenon in Anthracene I. Radiation Damage Clarke, H. B.; Northrop, D. C.; Simpson, O. Proceedings of the Physical Society, Vol. 79, Issue 2 https://doi.org/10.1088/0370-1328/79/2/315	journal	February 1962
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Related Subjects

36 MATERIALS SCIENCE
lanthanide coordination polymers
crystal structures
metal-organic framework fluorescence
radioluminescence
lanthanide metal-organic framework
lanthanide anthracene dicarboxylate coordination polymers