Diffusion and solubility of commercial poly(methyl methacrylate) denture base material modified with dimethyl itaconate and di‐n‐butyl itaconate during water absorption/desorption cycles

Abstract

This study evaluated the water absorption, solubility, kinetics of water diffusion and residual monomer content of commercial poly(methyl methacrylate) (PMMA) denture base material modified with dimethyl itaconate (DMI) and di‐n‐butyl itaconate (DBI). Water absorption and solubility were measured gravimetrically while the residual monomer content was analysed using high‐performance liquid chromatography with ultraviolet detection. It was found that the addition of di‐n‐alkyl itaconates significantly decreases the residual methyl methacrylate (MMA) content in the polymerized material. Maximum uptake (M∞) and loss (M′∞), and diffusion coefficients for absorption (Da) and desorption (Dd) of water through all materials were established. M∞ shows a linear decrease with increasing amount of itaconate in the system while Da shows a linear increase with increasing amount of itaconate, both of these effects being more pronounced when DBI is present compared to DMI. M∞ is a linear function of the value of Hoy's solubility parameter. The reduction in residual MMA promoted by addition of a small amount of di‐n‐alkyl itaconates can improve the applicative properties and biocompatibility of the PMMA denture base material. Also, it is shown that modification of the denture base material with di‐n‐alkyl itaconates can enable precise control of water absorption in the system. Copyright © 2012 Society of Chemical Industry

The Mechanical Properties of a Poly(methyl methacrylate) Denture Base Material Modified with Dimethyl Itaconate and Di-n-butyl Itaconate

“…In our previous study we have investigated water sorption and residual monomer content in the PMMA denture base materials modified with DMI and DBI [40]. We have found that addition of itaconates reduced water sorption and greatly decreased residual MMA content.…”

Dimethyl Itaconate Modified PMMA ‐ Alumina Fillers Composites With Improved Mechanical Properties

“…The residual monomer from prepared composites was extracted with methanol in accordance to a procedure previously reported . A Surveyor LC system (Thermo Fisher Scientific, Waltham, MA) was used for the separation of the analyses on a reverse‐phase Zorbax EclipseXDB‐C18 column, 4.6 × 75‐mm internal diameter and 3.5‐μm particle size (Agilent Technologies, Santa Clara, CA).…”

“…This was explained by the fact that the methacrylates are more reactive than the itaconates due to the steric hindrance of the alkyl group . Thus, as the copolymerization progress MMA is faster depleted, leading to the significantly lower concentration of the MMA at the end of the reaction . However, the total residual monomer (TRM) concentration was higher compared with the composition containing only MMA.…”

“…It is important to note that itaconates have been extensively used in varying medical applications because of their very low toxicity [14]. In our previous studies, we found that the addition of itaconate derivate to PMMA denture base materials decreases the content of residual methyl methacrylate (MMA) [15,16]. This was explained by the fact that the methacrylates are more reactive than the itaconates due to the steric hindrance of the alkyl group [6,7].…”

Bio‐Based Production of Dimethyl Itaconate From Rice Wine Waste‐Derived Itaconic Acid

“…Separation of itaconic acid was performed under isocratic conditions at a flow rate of 1.0 mL min −1 , and we used 2.5% acetonitrile with 0.05% phosphoric acid as the mobile phase. Dimethyl itaconate separation was performed using a gradient of 0–100% methanol with sterilized distilled water at a flow rate of 1.0 mL min −1 . The glucose concentration was determined using a previously described method…”