A Pillar[5]arene Conjugated Polymer for Removal of Low-Molecular-Weight Organic Acids, Amines, and Alcohols from Water

Abstract

We have fabricated a pillar[5]­arene-based conjugated polymer, pillar[4]­arene[1]­terephthalic acid-derivatized poly-p-phenylene pillar[4]­arene[1]­terephthamide (P[5]-PPTA), which demonstrated exceptional adsorption capability toward low-molecular-weight alkylamines, alcohols, and carboxylic acids in water. In addition, P[5]-PPTA could be thermally reactivated and reused at least five times without obvious decrease of adsorption capability. A mechanistic study indicated that the absorption results from the host–guest interaction between the pillar[5]­arene rings in P[5]-PPTA and the low-molecular-weight short-chain alkyl derivatives.

Organic pollutants in water-soluble cavitands and capsules: contortions of molecules in nanospace

“…2,3 In this context, novel strategies based on supramolecular host-guest recognition have attracted increased attention in recent years. [4][5][6][7] Some supramolecular hosts that function in watercyclodextrins, [8][9][10][11][12] calixarenes, 13,14 calix [4]pyrroles 15 and pillararenes [16][17][18][19] have been used for scavenging organic micropollutants by attaching them to insoluble covalent polymer networks. These show promising results in terms of efficiency and binding selectivity.…”

Flow‐based Detection of Micropollutants Using a Pillar[5]arene Multilayer Film

“…Based on the nature of analytes, the “host‐guest” molecular recognition can also be diversified by utilizing different macrocyclic “host” molecules . [11] Ever since the discovery of pillar shaped macrocyclic “hosts” [12] , the pillar[n]arenes have garnered enormous attention due to added advantage of their unique shape, easy synthesis, high solubility and versatile functionality [13] . Additionally, Pillar[n]arenes are very well‐known analyte‐micropollutant trapping molecules that have been incorporated into polymer networks, [14] hydrogel, [15] multilayer films [16] .…”

“…[11] Ever since the discovery of pillar shaped macrocyclic "hosts" [12] , the pillar[n]arenes have garnered enormous attention due to added advantage of their unique shape, easy synthesis, high solubility and versatile functionality. [13] Additionally, Pillar[n]arenes are very well-known analyte-micropollutant trapping molecules that have been incorporated into polymer networks, [14] hydrogel, [15] multilayer films. [16] Recently our group devised a pillar [5]arene microcapsule-based micro engine that could turn on flow in presence of paraquat.…”

Highly Branched Pillar[5]arene-Derived Porous Aromatic Frameworks (PAFs) for Removal of Organic Pollutants from Water

“…Among various treatment methods, adsorption is a fast, inexpensive, and universal one. , During the past years, macrocycle-integrated polymers have emerged as a new class of functional porous materials for selective molecular adsorption . For example, cyclodextrins and calixarenes were integrated in polymers for adsorbing contaminants from water. − Owing to their unique host–guest properties, pillar­[ n ]­arenes − are recently been used to produce cross-linked porous polymers or conjugated macrocycle polymers (CMPs) , for the adsorption and removal of organic micropollutants in water. − Our group previously fabricated pillar[5]­arene-based conjugated polymer P­[5]-PPTA , which demonstrated adsorption capability toward low-molecular-weight short-chain alkyl amines, alcohols, and carboxylic acids in water. As polymeric P­[5]-PPTA does not possess a lattice structure, a framework counterpart of P­[5]-PPTA should further improve the absorption ability.…”