Poly (1, 4-diazocane-5, 8-dione) macrocyclic-functionalized hydrogel for high selectivity transition metal ion adsorption

Omondi, Brian A.; Okabe, Hirotaka; Hidaka, Yoshiki; Hara, Kazuhiro

doi:10.1016/j.reactfunctpolym.2018.02.003

Cited by 13 publications

(8 citation statements)

References 23 publications

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“…Finally, carbon type c is a carbonyl carbon, which experiences the deshielding effect of a double bond group in addition to a carbonyl oxygen atom; their overall contribution caused a most upfield resonation at 178 ppm. These 13 C NMR analytical results were akin to similar discussion by Omondi et al [21] regarding the polycyclic (1,4-diazocane-5,8-dione) hydrogel. Evidently, based on the 13 C NMR results, the main groups previously isolated in the FTIR results should then form part of these three types of carbon.…”

Section: C Nmrsupporting

confidence: 83%

Section: Bce Hydrogel Chemistrysupporting

confidence: 73%

“…The precondensate, through its double bond sites, underwent polymerization and cross-linking into a three-dimensional BCE hydrogel material as summarized in Scheme 1. Previous works with maleic acid [21] and the successfully synthesized hydrogel herein corroborate this synthesis route for macrocyclic hydrogels. Looking at Scheme 1, we posited that BCE hydrogel comprises an 11-membered cyclic group, which is repeatedly polymerized and cross-linked into a solid macrocyclic material using NMBA cross-linking agent.…”

Section: Bce Hydrogel Chemistrysupporting

confidence: 73%

“…In view of these facts, in our initial attempts to develop a polycyclic functional hydrogel [21], we successfully described a method in which adsorbents in the form of a hydrogel can be prepared as a fully macro-cyclized material, eliminating any need for grafting. Through sol-gel synthesis, eight-membered shaped polycyclic groups infused with nitrogen donor atoms were fabricated.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Characterization of Poly(1,4,7-Trioxacycloundecane-8,11-dione) Macrocyclic Functionalized Hydrogel for High Selectivity Adsorption and Complexation of Bismuth Ion

et al. 2018

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Macrocyclic functional hydrogels incorporating new poly cyclic active sites (1,4,7-trioxacycloundecane-8,11-dione) within their entire network, have been synthesized. Using the high-dilution coupling of the bi-functional monomers maleic acid and bis(chloroethyl)ether in a sol-gel chemistry synthesis, 11-membered chelate rings infused with three oxygen donor atoms were created and characterized, and their structures confirmed using Fourier transform infrared (FTIR) and nuclear magnetic resonance (NMR) spectroscopic analyses. The macrocyclic gel, designed for selective host-guest adsorption and complexation of metal substrates, was initially tested against an aqueous set of 14 metal competitive solutions, where it demonstrated exclusive selectivity for Bi 3+ aq , with the other metals exhibiting zero adsorption. Further analysis using binary and single ion Bi 3+ -containing solutions showed a near-complete removal of Bi 3+ using this polycyclic hydrogel, with 98% extraction efficiency and q = 9.80 mg/g. These results clearly confirm that the 1,4,7-trioxacycloundecane-8,11-dione cyclic sites are most suitable for high selectivity and capture of Bi. The metal substrates were entrapped within the 1,4,7-trioxacycloundecane-8,11-dione cyclic sites. Evidently, by exploiting the host-guest complexation chemistry of macrocycles, we were able to design hydrogel adsorbents whose networks were comprised entirely of macrocyclic active groups for possible purification works of copper involving bismuth impurities, and/or for efficient selective uptake and recovery of bismuth trace ions existing in highly competitive environments such as sea water.

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Section: C Nmrsupporting

confidence: 83%

Section: Bce Hydrogel Chemistrysupporting

confidence: 73%

Section: Bce Hydrogel Chemistrysupporting

confidence: 73%

Section: Introductionmentioning

confidence: 99%

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Synthesis and Characterization of Poly(1,4,7-Trioxacycloundecane-8,11-dione) Macrocyclic Functionalized Hydrogel for High Selectivity Adsorption and Complexation of Bismuth Ion

et al. 2018

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“…The high‐cross‐linked porous polymer microspheres have several excellent advantages, including the good mechanical strength, chemical stability, facile functionalization as well as the wide range of the diameter and pore size . In consequence, they have shown many practical applications in the areas of ion exchange, catalysts, scavenging, solid‐phase extraction, chromatograph, adsorption, etc.…”

Section: Introductionmentioning

confidence: 99%

Preparation of highly cross‐linked hydrophilic porous microspheres poly(N,N′‐methylenebisacrylamide) and poly(N,N′‐methylenebisacrylamide‐co‐acrylic acid) with an application on the removal of cadmium

Liu

Zhu

Yang

et al. 2018

Polymers for Advanced Techs

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An effective polymerization system was developed for the synthesis of highly cross‐linked hydrophilic monodispersed microspheres with both the micropores and mesopores inside. A series of poly(N,N′‐methylenebisacrylamide) (PMBA) microspheres with the diameters ranging from 100 to 300 nm were synthesized by distillation precipitation polymerization with N,N‐dimethylacetamide (DMAC) as the porogen, acetonitrile as the solvent, and MBA as the cross‐linker and monomer. The particle size, morphology, and porosity varied according to the variation of the DMAC content. The porosity was determined by physical adsorption of nitrogen, and reached the maximum at 7.5 vol% of DMAC with the specific surface area at 135.8 m2 g−1 and the total pore volume at 0.43 cm3 g−1. The porous and hydrophilic microspheres showed excellent swelling property in water and adsorption property for the Cd(II) in aqueous solution. Meanwhile, carboxylic groups were incorporated into the porous microspheres to achieve porous poly(N,N′‐methylenebisacrylamide‐co‐acrylic acid) (P (MBA‐co‐AA)‐P), which exhibited obvious synergies of the pores and functional groups on the adsorption and provided a perspective application of the Cd(II) removal.

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Technical Applications

2019

Functional Synthetic Polymers

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Poly (1, 4-diazocane-5, 8-dione) macrocyclic-functionalized hydrogel for high selectivity transition metal ion adsorption

Cited by 13 publications

References 23 publications

Synthesis and Characterization of Poly(1,4,7-Trioxacycloundecane-8,11-dione) Macrocyclic Functionalized Hydrogel for High Selectivity Adsorption and Complexation of Bismuth Ion

Synthesis and Characterization of Poly(1,4,7-Trioxacycloundecane-8,11-dione) Macrocyclic Functionalized Hydrogel for High Selectivity Adsorption and Complexation of Bismuth Ion

Preparation of highly cross‐linked hydrophilic porous microspheres poly(N,N′‐methylenebisacrylamide) and poly(N,N′‐methylenebisacrylamide‐co‐acrylic acid) with an application on the removal of cadmium

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