Ana M. Herrera-González

Evaluation of biocompatible monomers as substitutes for TEGDMA in resin-based dental composites

This works reports the synthesis and characterization of diallyl(5-(hydroxymethyl)-1,3-phenylene) dicarbonate (HMFBA) and 5-(hydroxymethyl)-1,3-phenylene bis(2-methylacrylate) (HMFBM) monomers and its evaluation as Bis-GMA eluents in the formulation of composite resins for dental use. The experimental materials formulated with HMFBA and HMFBM monomers presented flexural strength values similar to those of the control group formulated with Bis-GMA/TEGDMA. Regarding volumetric contraction percentage, the values obtained of experimental materials with HMFBA was 1.88% and for HMFBM was 4.15%, both lower than control resin (4.68%). In the case of double bond conversion, the resin formulated with HMFBA monomer exhibited a greater degree of conversion (87%). Besides, the DMA analyses proved that the values for Tg guarantee a good mechanical performance at body temperature. The new resins formulated with HMFBA and HMFBM monomers exhibit a cellular viability close to 100%, which indicates the absence of cytotoxicity towards fibroblastic cells.

Synthesis of an allyl carbonate monomer as alternative to TEGDMA in the formulation of dental composite resins

Over the past years, significant effort has been dedicated to synthesizing low-shrinking formulations, however, development of dental composites with low volumetric shrinkage continues to be challenging. The purpose of this study was to synthesize a bisphenol allylic derivate (BPhADAC) and evaluate its inclusion in the formulation of a photopolymerizable dental composite resin, as a BisGMA diluent. Experimental (BisGMA/BPhADAC) and control (BisGMA/TEGDMA) photopolymerizable composites were prepared. Double bond conversion, polymerization kinetics, volumetric shrinkage, water sorption, solubility, and flexural properties were investigated. The experimental composite showed higher degree of conversion values, less volumetric shrinkage and less water sorption than the control composite (p < 0.05). In addition, flexural strength between the materials was found to be similar. The overall properties prove that the allylic monomer BPhADAC could be potentially useful in the formulation of low-shrinking dental composite resins.

Polyelectrolytes based on poly(p-acryloyloxybenzaldehyde) with arsonic acid groups useful in the colloidal synthesis of silver nanoparticles

Several methods have been developed for synthesis of Ag nanoparticles. However, Ag nanoparticles are unstable materials, and they tend to agglomerate losing their properties. Polymers are commonly employed for the stabilization of Ag nanoparticles in colloidal solutions. Polymers with ionic groups such polyelectrolytes can stabilize metallic nanoparticles through electrostatic and steric effects. In this work we employed poly(p-acryloyloxybenzaldehyde) and their derivates containing arsonic acid groups in ortho and para positions as reducing and stabilizing agents in the synthesis of Ag nanoparticles. Polyelectrolytes containing arsonic acid groups in ortho position were better reducing agents than the poly(p-acryloyloxybenzaldehyde) and the polyelectrolyte with arsonic acid group in para position, leading to the reduction of Ag+ ions in short reaction time. The polyelectrolyte with arsonic acid groups in para position was the best stabilizing agent leading to obtaining Ag nanoparticles with the smallest average size.

Fluorescent polyacrylate derivate from 4-biphenylmethanol with UV-green emission

ABSTRACT In this paper we report the synthesis of a new polyacrylate named poly(1,1ʹ-BP4MA) which is a derivate from 4-biphenylmethanol monomer. Poly(1,1ʹ-BP4MA) was obtained by solution and bulk polymerization techniques to yield polymers with high molecular weight and high solubility. The study of the optical properties showed that poly(1,1ʹ-BP4MA) is a fluorescent material with emission in the UV-green region and it has similar quantum yield to tryptophan.

Diallyl 5-[(4-hexyl­oxyphen­yl)imino­meth­yl]-m-phenyl­ene dicarbonate

The title molecule, C27H31NO7, an imine derivative bearing both carbonate and allyl functionalities, was synthesized in the hope of obtaining a mesogenic polymerizable material. The allylcarbonate arms are fully disordered over two sets of sites, reflecting a large degree of rotational freedom about σ bonds [occupancies: 0.665 (9)/0.335 (9) for one substituent, 0.564 (9)/0.436 (9) for the other]. In contrast, the hexyl chain is ordered, and presents the common all-trans extended conformation. The benzene rings connected via the imine group make a dihedral angle of 9.64 (11)°. In the crystal, the Y-shaped molecules are weakly associated into centrosymmetric dimers through pairs of C—H⋯O(hexyl) contacts. The resulting layers of dimers, approximately parallel to (25), are closely packed in the crystal, allowing π⋯π interactions between benzene rings of neighboring layers: the separation between the centroid of the benzene ring substituted by allylcarbonate and the centroid of the benzene ring bearing the hexyloxy group in the adjacent layer is 3.895 (1) Å.