Improving affinity of β-cyclodextrin-based molecularly imprinted polymer using room temperature ionic liquid. (July 2019)

• Record Type: Journal Article
• Authors: Zhao, Long; Wang, Xiao-Lin; Ma, Li; Shang, Ping-Ping; Huang, Yan-Ping; Liu, Zhao-Sheng
• Is Part Of: European polymer journal. Volume 116(2019)
• Page Start: 275
• Page End: 282
• Publication Date: 2019-07
• Subjects: Molecularly imprinted polymer -- β-cyclodextrin -- Room temperature ionic liquid -- Aesculin; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; Polymerization; Polymers; Periodicals; Electronic journals; 547.705
• DOI: 10.1016/j.eurpolymj.2019.04.012
• Languages: English
• ISSNs: 0014-3057

Abstract

Graphical abstract: Highlights: β-CD MIP was first fabricated using the effect of interaction of β-CD and RTIL to improve affinity. IF of β-CD MIP made with RTILs was two fold higher than that of controlled MIP without RTILs. Deff of AN from the RTILs-assisted β-CD MIP was seven times smaller than those from the control. In vivo pharmacokinetic study displayed greater bioavailability of the β-CD MIP. Abstract: This paper reported the facile method of improving the affinity of β-cyclodextrins (β-CD)-based molecularly imprinting system by using the effect of interaction of β-CD and room temperature ionic liquids (RTILs). The molecularly imprinting polymers (MIPs) of β-CD matrices were prepared with β-CD, as functional monomer, hexanethylene diisocyante as crosslinker, and using aesculin as a model molecule in a RTIL (1-butyl-3-methylimidazolium tetrafluoroborate) of porogen. The RTILs/DMSO-based MIP (or NIP) showed smaller surface areas but greater pore size than the RTILs/DMSO-free MIP (or NIP). The equilibrium adsorption experiment indicated that the imprinting factor for the β-CD-based MIP prepared with RTILs was 2.25 and 1.19 for the controlled MIP prepared without RTILs. In addition, the values of effective diffusivity ( Deff ) of aesculin (AN) obtained from the RTILs-assisted β-CD MIP (10 −16 cm 2 /s) was about seven times smaller than those from the RTILs-free controlled β-CD MIP, although the values of free diffusivity ( D ) of AN were all found in the order of 10 −13 cm 2 /s. When used as release material, the relative bioavailability of the β-CD-based MIP prepared in RTIL displayed a markedly higher value of 399.7% than that of the commercial AN tablet. On the contrary, the β-CD-based non molecularly imprinted polymer (NIP) prepared in RTILs, β-CD-based MIP prepared in non-RTILs and β-CD-based NIP prepared in non-RTILs was only 88.6%, 179.3% and 157.0%, respectively. The results indicated that using RTIL as porogen is an effective approach to improving affinity of β-CD-based MIP.