Synthesis, Characterization and Antibacterial Activity of Novel β-cyclodextrin Polyurethane Materials

Abstract

The advanced water treatment taken by organic micro-pollution or microbiological pollution water resource has been a hot issue of public concern. In this article, a novel quaternary ammonium salt functionalized β-cyclodextrin polyurethane (QAS-β-CDPU) was successfully constructed for above-mentioned pollutants removal. By adjusting the proportion of the chlorine-containing monomers, we studied the effect of different quaternization degree (0%, 20%, 40%, 60%) on solvent resistance and thermal stability.Staphylococcus aureus are recognized as significant human bacterial pathogens, which were used as model bacteria to investigate the antibacterial activity by contact-killing tests. Methylene blue (MB) served as a toxic organic model to quantify the dye wastewater remediation efficiency. Research shows that the reaction of β-cyclodextrin and diisocyanate can form a cyclodextrin-based carbamate network structure. Since both the cyclodextrin cavity and the carbamate network may remove the dye, the obtained polymer has a double advantage. Besides, the presence of quaternary ammonium groups enables QAS-β-CDPU to possess good bactericidal properties.When the quaternization degree is 60%, sterilization rate of QAS-β-CDPU comes to 97.3%. On basis of this simple, green and economical synthetic route, QAS-β-CDPU has the potential to become an ideal multifunctional material in water purification.

The Influence of the Hydroxyl Type on Crosslinking Process in Cyclodextrin Based Polyurethane Networks

“…Generally, researchers employ diisocyanates such as diphenylmethane diisocyanate (MDI) [ 27 ] or hexamethylene diisocyanate (HDMI) [ 24 , 25 , 26 , 28 , 29 ] as the urethane sequences in order to prepare PEG-diisocyanate prepolymers, which are also used in crosslinking with cyclodextrins. Herein, the isocyanate (NCO) component of the polyaddition system, isophorone diisocyante (IPDI), was used for various organic coatings [ 30 ] and also in the preparation of cyclodextrin materials due to its low crosslinking propensity [ 31 , 32 , 33 , 34 , 35 , 36 , 37 ]. One of the main reasons behind the frequent use of IPDI is related to the possibility of controlling the reaction process due to the particular chemical structure that endows the NCO groups with different reactivity at relatively low temperatures [ 38 ].…”

Melanins from the Lichens Lobaria pulmonaria and Lobaria retigera as Eco-Friendly Adsorbents of Synthetic Dyes

“…Langmuir and Freundlich isotherm models were used to describe the mechanism of adsorption of synthetic dyes by lichen melanins. These models are widely adopted for investigating the relationship between adsorption capacity of adsorbent and equilibrium adsorbent concentration in an aqueous solution [ 40 ]. Adsorption isotherms are presented in Figure 3 .…”

Fabrication of biodegradable hydrogels based on chitosan and poly(azomethine‐urethane) containing phenyl triazine for drug delivery

“…Polyurethanes (PUs) are one of the most polymeric materials that are highly preferred in industrial applications such as adhesives, automobiles, bedding, coating, footwear, furniture, and packing 1,2 . PUs have a chemical structure (OCONH) similar to living or natural tissue (peptide bonding of proteins, CONH) 3 .…”

“…Polyurethanes (PUs) are one of the most polymeric materials that are highly preferred in industrial applications such as adhesives, automobiles, bedding, coating, footwear, furniture, and packing. 1,2 PUs have a chemical structure ( O CO NH) similar to living or natural tissue (peptide bonding of proteins, CO NH). 3 They have physical and mechanical properties comparable to living tissue unlike other natural and synthetic biocompatible polymers classes due to this similarity.…”