Porous Composite Polymers Composed of Polyethyleneimine and Cyclodextrins: Synthesis and Application as Adsorbents for an Organic Compound

Polyethyleneimine-based porous composites have been prepared by ring-opening polymerization of 2,2-bishydroxymethylbutanol-tris[3-(1-aziridinyl)propionate] (3AZ), a tri-aziridine compound, in water, in the presence of cyclodextrins (CDs), i.e., α-CD, γ-CD, methyl-β-cyclodextrin (Me-β-CD), monoacetyl...

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Main Authors: Naofumi Naga, Yuma Miyazaki, Tamaki Nakano
Format: Article
Language:English
Published: MDPI AG 2025-04-01
Series:Separations
Subjects:
Online Access:https://www.mdpi.com/2297-8739/12/4/94
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author Naofumi Naga
Yuma Miyazaki
Tamaki Nakano
author_facet Naofumi Naga
Yuma Miyazaki
Tamaki Nakano
author_sort Naofumi Naga
collection DOAJ
description Polyethyleneimine-based porous composites have been prepared by ring-opening polymerization of 2,2-bishydroxymethylbutanol-tris[3-(1-aziridinyl)propionate] (3AZ), a tri-aziridine compound, in water, in the presence of cyclodextrins (CDs), i.e., α-CD, γ-CD, methyl-β-cyclodextrin (Me-β-CD), monoacetyl-β-cyclodextrin (Ac-β-CD), and hydroxypropyl-β-cyclodextrin (HP-β-CD). The corresponding 3AZ-CD porous polymer composites were successfully obtained in most cases under a wide range of CD concentrations, 5–20 wt%, and reaction temperatures, 20–60 °C. The reaction system in the presence of Ac-β-CD preferentially yielded gels. The polymer composites were composed of connected particles with sizes of the order of 10<sup>−9</sup> m. The particle sizes decreased with an increase in the CD concentration. Young’s moduli of the 3AZ-CD porous polymer composites tended to increase with an increase in bulk density. The 3AZ-CD porous polymer composites with Me-β-CD and HP-β-CD effectively adsorbed phenolphthalein in the solution. The adsorption value increased with increasing the CD content and rose to more than 600 mg/g of porous polymer composite.
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spelling doaj-art-725dce0ae0d4497d92a071fcf2640dce2025-08-20T03:13:48ZengMDPI AGSeparations2297-87392025-04-011249410.3390/separations12040094Porous Composite Polymers Composed of Polyethyleneimine and Cyclodextrins: Synthesis and Application as Adsorbents for an Organic CompoundNaofumi Naga0Yuma Miyazaki1Tamaki Nakano2Shibaura Institute of Technology, College of Engineering, 3-7-5 Toyosu, Koto-ku, Tokyo 135-8548, JapanGraduate School of Science & Engineering, Shibaura Institute of Technology, 3-7-5 Toyosu, Koto-ku, Tokyo 135-8548, JapanInstitute for Catalysis and Graduate School of Chemical Sciences and Engineering, Hokkaido University, N 21, W 10, Kita-ku, Sapporo 001-0021, JapanPolyethyleneimine-based porous composites have been prepared by ring-opening polymerization of 2,2-bishydroxymethylbutanol-tris[3-(1-aziridinyl)propionate] (3AZ), a tri-aziridine compound, in water, in the presence of cyclodextrins (CDs), i.e., α-CD, γ-CD, methyl-β-cyclodextrin (Me-β-CD), monoacetyl-β-cyclodextrin (Ac-β-CD), and hydroxypropyl-β-cyclodextrin (HP-β-CD). The corresponding 3AZ-CD porous polymer composites were successfully obtained in most cases under a wide range of CD concentrations, 5–20 wt%, and reaction temperatures, 20–60 °C. The reaction system in the presence of Ac-β-CD preferentially yielded gels. The polymer composites were composed of connected particles with sizes of the order of 10<sup>−9</sup> m. The particle sizes decreased with an increase in the CD concentration. Young’s moduli of the 3AZ-CD porous polymer composites tended to increase with an increase in bulk density. The 3AZ-CD porous polymer composites with Me-β-CD and HP-β-CD effectively adsorbed phenolphthalein in the solution. The adsorption value increased with increasing the CD content and rose to more than 600 mg/g of porous polymer composite.https://www.mdpi.com/2297-8739/12/4/94polyethyleneimineporousphase separationcyclodextrincompositeadsorption
spellingShingle Naofumi Naga
Yuma Miyazaki
Tamaki Nakano
Porous Composite Polymers Composed of Polyethyleneimine and Cyclodextrins: Synthesis and Application as Adsorbents for an Organic Compound
Separations
polyethyleneimine
porous
phase separation
cyclodextrin
composite
adsorption
title Porous Composite Polymers Composed of Polyethyleneimine and Cyclodextrins: Synthesis and Application as Adsorbents for an Organic Compound
title_full Porous Composite Polymers Composed of Polyethyleneimine and Cyclodextrins: Synthesis and Application as Adsorbents for an Organic Compound
title_fullStr Porous Composite Polymers Composed of Polyethyleneimine and Cyclodextrins: Synthesis and Application as Adsorbents for an Organic Compound
title_full_unstemmed Porous Composite Polymers Composed of Polyethyleneimine and Cyclodextrins: Synthesis and Application as Adsorbents for an Organic Compound
title_short Porous Composite Polymers Composed of Polyethyleneimine and Cyclodextrins: Synthesis and Application as Adsorbents for an Organic Compound
title_sort porous composite polymers composed of polyethyleneimine and cyclodextrins synthesis and application as adsorbents for an organic compound
topic polyethyleneimine
porous
phase separation
cyclodextrin
composite
adsorption
url https://www.mdpi.com/2297-8739/12/4/94
work_keys_str_mv AT naofuminaga porouscompositepolymerscomposedofpolyethyleneimineandcyclodextrinssynthesisandapplicationasadsorbentsforanorganiccompound
AT yumamiyazaki porouscompositepolymerscomposedofpolyethyleneimineandcyclodextrinssynthesisandapplicationasadsorbentsforanorganiccompound
AT tamakinakano porouscompositepolymerscomposedofpolyethyleneimineandcyclodextrinssynthesisandapplicationasadsorbentsforanorganiccompound