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14 protocols using 2 aminoterephthalic acid

1

Synthesis of Dicarboxyphenyl Adipoamide

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The reagent Mg(NO3)2·6H2O was purchased from Alfa Aesar Co., (Heysham, UK). The other reagents 5-aminoisophthalic acid, 2-aminoterephthalic acid and adipoyl chloride were obtained from ACROS Organics (Geel, Belgium). The bis-(2,5-dicarboxyphenyl)adipoamide, H4L2 was synthesized in one step using a modified version of a previously reported procedure [14 (link)].
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2

Synthesis of 2-Aminoterephthalic Acid Titanium Oxide

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2-Aminoterephthalic acid (99%, Acros Organics, Thermo Fisher Scientific, Waltham, MA, USA), titanium isopropoxide (97%, Sigma Aldrich Co., St. Louis, MO, USA), phosphate buffered saline (PBS) solution (pH = 7.4, 0.01 M, Sigma Aldrich Co., St. Louis, MO, USA), heat-inactivated fetal bovine serum (FBS, Thermo Fisher Scientific, Waltham, MA, USA), pralidoxime (Sigma Aldrich Co., St. Louis, MO, USA), N,N’-Dimethylformamide (DMF, 99.5%, Chem-lab, Zedelgem, Belgium), methanol (analytical grade, J. T. Baker, Whitehouse Station, NJ, USA). All reagents and solvents were used as received from the commercial suppliers without further purification.
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3

Zirconium-based Metal-Organic Framework Synthesis

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Zirconium(IV) chloride
(ZrCl4, 98%, Acros), 2-aminoterephthalic acid (99%, Acros), hydrochloric
acid (HCl, 36%, Honeywell), N,N-dimethylformamide
(DMF, 99.5%, Fisher), ethanol (C2H5OH, 99.9%,
Honeywell), acetonitrile (99.9%, Honeywell), n-dodecane
(99%, Alfa Aesar), hydrogen peroxide (H2O2,
30%, Alfa Aesar), and dibenzothiophene (98%, Acros) were used as received.
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4

Synthesis of Novel Zirconium-based MOFs

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All the chemicals and solvents were obtained commercially and were used as received without any further purification. ZrCl4 was procured from Acros Organics; 2-aminoterephthalic acid, glutaric anhydride, 2-pyridinecarboxaldehyde, diphenylphosphinic chloride and diphenylphosphoryl chloride were received from Sigma-Aldrich. Acetic anhydride was obtained from Reechem Pvt. Ltd. Maleic anhydride, sulfamic acid and 5-sulfosalicylic acid were received from Loba Chemie Pvt. Ltd. Triethylamine, acetonitrile, DMF, toluene and chloroform were obtained from Merck, while methanol and ethanol were purchased from SD Fine-Chem Ltd. and Changshu Hongsheng Fine Chemicals Co. Ltd., respectively.
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5

Porous α-Al2O3 Disks for MOF Synthesis

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Porous α-Al2O3 disks (h = 1 mm, d = 13 mm, ɛ = 0.4–0.55; Fraunhofer IKTS) were used as substrate. These are special composite microfiltration membranes, consisting of a smooth layer of α-Al2O3 (d50 = 70 nm) on the top of an α-Al2O3 support (d50 = 2.5 μm).
Organic linker and metal ion sources were obtained from Alfa Aesar (Kandel, Germany) as 2-aminoterephthalic acid, C8H7NO4 (99%), and zirconium(IV) chloride, ZrCl4 (99.5%), respectively. For the functionalization, an 11-mercapto-1-undecanol (MUD) solution was purchased from Sigma-Aldrich (Darmstadt, Germany). The used solvents were hydrogen chloride (HCl), provided by VWR Chemicals (Radnor, PA, USA), and N,N-Dimethylformamide (DMF), supplied by Merck (Darmstadt, Germany). DMF was employed not only as a solvent for both linker and metal ion compounds but also for washing the synthesized samples. All chemicals and reagents were used as received without further purification.
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6

Synthesis of Spirobisindane-based Polymer Membrane

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The monomer4,5-dichlorophthalic anhydride was purchased from Tokyo Chemical Industry (TCI) Co. Ltd. (Tokyo, Japan); 5,5′,6,6′-tetrahydroxy-3,3,3,3′-tetramethyl-1,1′-spirobisindane (97%) was purchased from Alfa Aesar (Seoul, Korea). These were used as obtained. Zirconium chloride (ZrCl4) and 2-aminoterephthalic acid were obtained from Alfa Aesar (Seoul, Korea). Pebax was purchased from ArkemaInc. Methanol, ethanol, chloroform, dimethyl formamide, and potassium carbonate were purchased from DaeJung Chemicals & Metals Co. Ltd. (Shiheung, Korea) in South Korea. Acetic anhydride, acetic acid, and triethylamine were obtained from Sigma Aldrich. (Yongin, Korea)
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7

Synthesis of Functionalized Metal-Organic Frameworks

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All reagents and solvents received from commercial suppliers were used without further purification (indium nitrate hydrate, In(NO3)3·xH2O, Alfa Aesar, 99%; terephthalic acid (H2BDC), Alfa Aesar, 98%; 2-Aminoterephthalic acid (H2BDC-NH2), Alfa Aesar, 99%; 2-Bromoterephthalic acid (H2BDC-Br), Alfa Aesar, 97%; Nitroterephthalic acid (H2BDC-NO2), Alfa Aesar, 99%; N,N-Dimethylformamide (DMF), Aldrich, greater than 99%; anhydrous ethanol, Prolabo, 99.8%; anhydrous methanol, Aldrich, 99.9%).
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8

Synthesis of Metal-Organic Frameworks

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Aniline hydrochloride (p.a., Penta, Czech
Republic), ammonium peroxydisulfate (p.a., Lach-Ner, Czech Republic),
terephthalic acid (>98% purity, Alfa Aesar, Germany), 2-aminoterephthalic
acid (99% purity, Alfa Aesar, Germany), zirconium tetrachloride (>99.5%
purity, Sigma-Aldrich, Germany), and Nafion 117 solution (∼5%
in a mixture of lower aliphatic alcohols and water, Sigma-Aldrich)
were used as received.
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9

Synthesis and Characterization of Chemical Warfare Agents

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ZrOCl2·8H2O (99.5%), N,O-bis(trimethylsilyl)trifluoroacetamide (TMS, 99%), ethyl acetate (EA, 99.8%), N,N-dimethylformamide (DMF), NaOH pellets (98%), and hydrochloric acid (37%) were purchased from Sigma-Aldrich. 2-Aminoterephthalic acid (99%) was purchased from Alfa Aesar, and anhydrous ethanol (99.5%) was purchased from Samchun Chemical. Raw cotton fabrics were sourced from a commercial market (Nubyon). CWAs were synthesized in laboratories designated by the Organisation for the Prohibition of Chemical Weapons, and the quality of these agents was confirmed by 1H NMR (e.g., purity of HD was determined to exceed 99%). Caution! CWAs are extremely dangerous compounds that need to be handled in a fume hood by skilled researchers wearing personal protective equipment.
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10

Synthesis of Metal-Organic Frameworks

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ZrCl4 (≥98.0%), 2-aminoterephthalic acid (≥98.0%), mercury standard solution (AAS, 1 mg/mL Hg in 2–5% HNO3) and lead standard solution (AAS, 1 mg/mL Pb in 2–5% HNO3) were purchased from Alfa Aesar. CH3NCS (≥99.0%) and hydroxyethyl starch (98%) were purchased from XiYa Chemical (Linyi, China) Technology. Zn(NO3)2·6H2O (≥98.0%), Cu(NO3)2·3H2O (≥98.0%), FeCl3·6H2O (≥98.0%), DMF (A.R.), acetone (A.R.) and C2H5OH (A.R.) were purchased from Aladdin Industrial Corporation (Shanghai, China). Tetrahydrofuran, K2Cr2O7 (A.R.), CdO (≥99.999%), Ni(NO3)2·6H2O (A.R.), CaCO3 (A.R.), MgSO4 (A.R.), Mn(NO3)2 (50%, A.R.), THF (A.R.) and HF (≥40%, A.R.) were purchased from Beijing Chemical Works (Beijing, China). Deionized water was used throughout all experiments. PTFE filters (13 mm diameter with pore size of 0.22 μm) were purchased from ZiYang Economic and Trade Corporation (Changchun, China). Substrates used in this work (non-woven fabric made of polypropylene (NWF) with 0.42 mm thickness and a mass density of 120 g/m2) were purchased from commercial sources. All substrates were washed with acetone and dried at 60 °C for 3 h in a vacuum oven before use. All reagents and materials were used as received without further treatment.
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