2018
DOI: 10.1002/anie.201800380
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Epoxy‐Functionalized Porous Organic Polymers via the Diels–Alder Cycloaddition Reaction for Atmospheric Water Capture

Abstract: The synthesis of highly microporous, epoxy-functionalized porous organic polymers (ep-POPs) by a one-pot, catalyst-free Diels-Alder cycloaddition polymerization is reported. The high oxygen content of ep-POPs offer efficient hydrogen-bonding sites for water molecules, thus leading to high water-uptake capacities up to 39.2-42.4 wt % under a wide temperature range of 5-45 °C, which covers the span of climatic conditions and manufacturing applications in which such materials might be used. Importantly, ep-POPs d… Show more

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Cited by 55 publications
(56 citation statements)
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“…To this end, we recently reported the synthesis of a 3D epoxy‐functionalized porous organic polymer (3D ep‐POP) (Figure ). Studies have revealed that the Diels–Alder reaction between furan and 1,4‐epoxynaphthalene derivatives is highly stereoselective and kinetically favors the syn‐exo product with two epoxy moieties in staggered conformation.…”
Section: Figurementioning
confidence: 99%
“…To this end, we recently reported the synthesis of a 3D epoxy‐functionalized porous organic polymer (3D ep‐POP) (Figure ). Studies have revealed that the Diels–Alder reaction between furan and 1,4‐epoxynaphthalene derivatives is highly stereoselective and kinetically favors the syn‐exo product with two epoxy moieties in staggered conformation.…”
Section: Figurementioning
confidence: 99%
“…Most recently, Byun and Coskun reported the synthesis of epoxy‐functionalized porous organic polymers (ep‐POPs) through a catalysis‐free, one‐pot Diels–Alder cycloaddition polymerization (Figure a). In the volumetric water uptake experiments, ep‐POPs presented hydrophilic characteristics with a continuous increase in the entire pressure range.…”
Section: Tailored Porous Organic Polymers As Desiccantsmentioning
confidence: 99%
“…To this end, we recently reported [13] the synthesis of a 3D epoxy-functionalized porous organic polymer (3D ep-POP) ( Figure 1). Studies [14] have revealed that the Diels-Alder reaction between furan and 1,4-epoxynaphthalene derivatives is highly stereoselective and kinetically favors the syn-exo product with two epoxy moieties in staggered conformation.…”
mentioning
confidence: 99%
“…Under acid-promoted dehydration conditions, Diels-Alder polymer adducts can be subject to three major pathways: [14b, 15] 1) depolymerization via the retro-Diels-Alder reaction to furan and epoxy derivatives, 2) ring cleavage into phthalaldehyde, and 3) aromatization via cyclodeoxygenation reaction. To investigate whether the desired aromatization pathway was present here, we performed solidstate (SS) cross-polarization magic-angle spinning (CP-MAS) 13 C NMR spectroscopy (Figure 2 a). The SS CP-MAS 13 C NMR spectrum of the 3D ep-POP shows multiple carbon peaks at 147, 115, 84, and 52 ppm, corresponding to both aromatic carbons and ether bridge-head carbons.…”
mentioning
confidence: 99%
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