Syntheses and Cation Extraction Properties of Polycalixarenes from <i>p-</i>Hydroxycalix[6]arene

Yamagishi, Toshio; Moriyama, Eriko; Konishi, Gen‐ichi; Nakamoto, Yoshiaki

doi:10.1021/ma0478299

Cited by 21 publications

(10 citation statements)

References 18 publications

(14 reference statements)

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“…Also, the increased porosity would provide higher sorption capacity and a lower density, which would make the material easier to recover from the solution medium . The improved extraction ability originates from incorporated calixarene monomers in the polymer chain, which create cavity-like sites that affect the adsorption depending on the macrocycle’s conformation . All of these qualities are added to the inherited host–guest chemistry of CX n monomers, which would ultimately lead to highly potent, efficient, and selective main-chain calixarene polymers.…”

Section: Introductionmentioning

confidence: 99%

“…17 The improved extraction ability originates from incorporated calixarene monomers in the polymer chain, which create cavity-like sites that affect the adsorption depending on the macrocycle's conformation. 18 All of these qualities are added to the inherited host−guest chemistry of CXn monomers, which would ultimately lead to highly potent, efficient, and selective main-chain calixarene polymers. Aside from pollutant extraction, there were few other environmental applications reported in the literature, including designing CX4 polymer that can potentially be utilized as sensors 19 and catalysts for carbon dioxide conversion into high-value substances.…”

Section: Introductionmentioning

confidence: 99%

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Porous Polycalix[n]arenes as Environmental Pollutant Removers

Abubakar

Škorjanc

Shetty

et al. 2021

ACS Appl. Mater. Interfaces

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A new and innovative class of calixarene-based polymers emerged as adsorbents for a variety of compounds and ions in solution and vapor media. These materials take advantage of the modifiable rims and hydrophobic cavities of the calixarene monomers, in addition to the porous nature of the polymeric matrix. With main-chain calixarenes' function as supramolecular hosts and the polymers' high surface areas, polycalixarenes can effectively encapsulate target analytes. This feature is particularly useful for environmental remediation as dangerous and toxic molecules reversibly bind to the macrocyclic cavity, which facilitates their removal and enables repeated use of the polymeric sorbent. This Spotlight touches on the unique characteristics of the calixarene monomers and discusses the synthetic methods of our reported calixarene-based porous polymers, including Sonogashira−Hagihara coupling, and diazo and imine bond formation. It then discusses the promising applications of these materials in adsorbing dyes, micropollutants, iodine, mercury, paraquat, and perfluorooctanoic acid (PFOA) from water. In most cases, these reports cover materials that outperform others in terms of recyclability, rates of adsorption, or uptake capacities of specific pollutants. Finally, this Spotlight addresses the current challenges and future aspects of utilizing porous polymers in pollution treatment.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Porous Polycalix[n]arenes as Environmental Pollutant Removers

Abubakar

Škorjanc

Shetty

et al. 2021

ACS Appl. Mater. Interfaces

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“…Pillar[5]arene was first synthesized and named by our research group in 2008 . Its composition is similar to that of typical calixarenes; − however, pillar[5]arene has repeating units connected by methylene bridges at the para -position and so has a unique symmetrical pillar architecture different from the basket-shaped structure of meta -bridged calixarenes. As pillar[5]arene is a cyclic pentamer composed of hydroquinone units, it shows the characteristic properties of hydroquinone.…”

Section: Introductionmentioning

confidence: 99%

Reduction of Emeraldine Base Form of Polyaniline by Pillar[5]arene Based on Formation of Poly(pseudorotaxane) Structure

et al. 2011

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We report on the reduction of polyaniline (PANI) by pillar[5]arene based on the formation of the poly(pseudorotaxane) structure. When pillar[5]arene was mixed with emeraldine base (EB) form of PANI, a blue solution color resulting from the EB form of PANI was diluted over time, and became completely colorless after 180 min. The FT-IR spectrum of the mixture of the EB form of PANI and pillar[5]arene displayed a new band at 1646 cm–1, which was assigned the CO stretching band of benzoquinone. These results indicate that both oxidation of the hydroquinone units of pillar[5]arene and reduction of the EB form of PANI were induced by mixing the EB form of PANI and pillar[5]arene. Pillar[5]arene showed a stronger reducing ability than the unit model of hydroquinone. The ROE correlations between the methylene bridge protons of pillar[5]arene and the benzene protons of PANI indicated that the PANI chain was included into the pillar[5]arene cavity. Formation of the poly(pseudorotaxane) structure between PANI and pillar[5]arene was the main reason for the strong reducing ability of the EB form of PANI.

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“…Recently, technology for synthesizing supramolecules has been progressing, and nanocapsules and nanotubes have been developed by using the latest precise polymerization and self‐organization processes . The goal of the technology is to produce a new molecular recognition functionality and create a host–guest system for future molecular devices.…”

Section: Introductionmentioning

confidence: 99%

Design of Aggregate Structures and Molecular Capture by Using Molecular‐Cluster‐Assembly Method

2015

Macro Theory & Simulations

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Technology for designing functional polymers needs to incorporate biomimetic structures for a new functionality. A simulation method, referred to as “molecular‐cluster‐assembly,” is used to design aggregate structures comprised of oligomers in a bottom‐up manner and predict the capability of molecular capture. Acrylic acid oligomer forms an arched and syndiotactic structure with minimum energy. In accordance with the degree of aggregation, arched oligomers form a constricted structure with a unique channel width. The aggregate structures capture ethylene carbonates (ECs) inside the constricted channel and produce attractive energy between the ECs in host‐guest complexes. The optimum numbers of ECs stably captured are determined when the binding energy at which the guests are captured at the outside wall of the channel exceeds the attractive energy between the guests in the constricted channel.

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Syntheses and Cation Extraction Properties of Polycalixarenes from p-Hydroxycalix[6]arene

Cited by 21 publications

References 18 publications

Porous Polycalix[n]arenes as Environmental Pollutant Removers

Porous Polycalix[n]arenes as Environmental Pollutant Removers

Reduction of Emeraldine Base Form of Polyaniline by Pillar[5]arene Based on Formation of Poly(pseudorotaxane) Structure

Design of Aggregate Structures and Molecular Capture by Using Molecular‐Cluster‐Assembly Method

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