Characterization, molecular dynamics, and encapsulation ability of β-cyclodextrin polymers crosslinked by polyethylene glycol

Abstract

A series of water-insoluble cyclodextrin polymers (CDP) was prepared by crosslinking β-cyclodextrin (CD) with polyethylene glycol diglycidyl ether (PEGDE). Similarly, a reference CDP was prepared using ethylene glycol diglycidyl ether (EGDE). Increasing the feed ratio of PEGDE to CD in the reaction mixture led to high degrees of crosslinking. Relaxation measurements revealed structural homogeneity among the CDPs, which exhibited mobilities that strongly depended on the chain lengths of the crosslinking agents. In addition, all the CDPs displayed high encapsulation abilities toward bisphenol A (BPA) in aqueous media. In particular, the CDP sample with a low degree of crosslinking by PEGDE showed the highest encapsulation ability toward BPA. In contrast, the CDP crosslinked by EGDE exhibited low encapsulation ability because its highly dense structure, which results from the short chain lengths of the crosslinking agents, hinders the penetration of BPA molecules.

Branched polyethylenimine‐polyethylene glycol‐β‐cyclodextrin polymers for efficient removal of bisphenol A and copper from wastewater

“…20 Briefly, 5.7 g of β-CD was dissolved in 20 mL of a 1.5 M aqueous NaOH solution. 20 Briefly, 5.7 g of β-CD was dissolved in 20 mL of a 1.5 M aqueous NaOH solution.…”

“…16,17 Among the three types of natural CDs (i.e., α-CD, β-CD, and γ-CD), β-CD is the cheapest and excellent at removing phenol from wastewater, given that its cavity size is well-matched to the size of phenol. 19,20 Although epichlorohydrin (EPI) has been the most extensively utilized crosslinker in the production of β-CD polymer, it has a major drawback in that it produces toxic and carcinogenic byproducts in the β-CD crosslinking process. 19,20 Although epichlorohydrin (EPI) has been the most extensively utilized crosslinker in the production of β-CD polymer, it has a major drawback in that it produces toxic and carcinogenic byproducts in the β-CD crosslinking process.…”

“…19,20 Although epichlorohydrin (EPI) has been the most extensively utilized crosslinker in the production of β-CD polymer, it has a major drawback in that it produces toxic and carcinogenic byproducts in the β-CD crosslinking process. Kono et al 20 used an epoxy-functionalized polyethylene glycol (polyethylene glycol diglycidyl ether [PEGDE]) as a nontoxic Additional Supporting Information may be found in the online version of this article. Kono et al 20 used an epoxy-functionalized polyethylene glycol (polyethylene glycol diglycidyl ether [PEGDE]) as a nontoxic Additional Supporting Information may be found in the online version of this article.…”

A cost‐effective crosslinked β‐cyclodextrin polymer for the rapid and efficient removal of micropollutants from wastewater

“…Traditional β‐CD‐based polymers are treated for chemical crosslinking with toxic epichlorohydrin and other small linkers in order to improve their chemical and physical properties. β‐CD‐based polymers with small linkers have little framework nanoporosity besides inherent CD cavities, limiting the access of adsorbate molecules and thus the adsorption capacity and efficiency . Recently, crosslinked β‐CD‐based polymers were reported with a large surface area and mesoporous structure that were able to rapidly remove a variety of organic micropollutants .…”

Chemical Modification of β‐Cyclodextrins: Balancing Soft and Rigid Domains in Complex Structures

“…There is great interest in these compounds, reflecting their ability to form supramolecular structures with exploitable guest‐host interactions . CDs containing polyethylene glycol (PEG) soft units have been widely used to synthesise drug carrier gels for pharmaceutical applications . Drug carriers must maintain their integrity to deliver the drug to a specific target.…”