Synthesis and characterization of poly(1,4,7-trioxacycloundecane-8,11-dione) macrocyclic functionalized hydrogel for high selectivity adsorption and complexation of bismuth ion

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Abstract

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 Bi3+ aq, with the other metals exhibiting zero adsorption. Further analysis using binary and single ion Bi3+-containing solutions showed a near-complete removal of Bi3+ 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.

Original languageEnglish
Article number662
JournalPolymers
Volume10
Issue number6
DOIs
Publication statusPublished - Jun 13 2018

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Bismuth
Hydrogel
Complexation
Hydrogels
Metals
Ions
Adsorption
Substrates
Ether
Adsorbents
Dilution
Sol-gels
Purification
Copper
Ethers
Fourier transforms
Gels
Monomers
Nuclear magnetic resonance
Impurities

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Polymers and Plastics

Cite this

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title = "Synthesis and characterization of poly(1,4,7-trioxacycloundecane-8,11-dione) macrocyclic functionalized hydrogel for high selectivity adsorption and complexation of bismuth ion",
abstract = "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 Bi3+ aq, with the other metals exhibiting zero adsorption. Further analysis using binary and single ion Bi3+-containing solutions showed a near-complete removal of Bi3+ 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.",
author = "Omondi, {Brian A.} and Hirotaka Okabe and Yoshiki Hidaka and Kazuhiro Hara",
year = "2018",
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language = "English",
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T1 - Synthesis and characterization of poly(1,4,7-trioxacycloundecane-8,11-dione) macrocyclic functionalized hydrogel for high selectivity adsorption and complexation of bismuth ion

AU - Omondi, Brian A.

AU - Okabe, Hirotaka

AU - Hidaka, Yoshiki

AU - Hara, Kazuhiro

PY - 2018/6/13

Y1 - 2018/6/13

N2 - 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 Bi3+ aq, with the other metals exhibiting zero adsorption. Further analysis using binary and single ion Bi3+-containing solutions showed a near-complete removal of Bi3+ 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.

AB - 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 Bi3+ aq, with the other metals exhibiting zero adsorption. Further analysis using binary and single ion Bi3+-containing solutions showed a near-complete removal of Bi3+ 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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