Synthesis and characterization of BTDA‐based dimethacrylate dental adhesive monomer and its interaction with Ca²⁺ ions

Abstract

A BTDA-based dimethacrylate monomer was synthesized via reaction of 3, 3Ј, 4, 4Ј-Benzophenone tetracarboxylic dianhydride (BTDA) and 2-Hydroxyethyl methacrylate (HEMA).The reactions were followed using FTIR spectroscopy and the product was characterized and confirmed using FTIR, 1 H-NMR, and Elemental Analysis. The effects of temperature and pyridine as catalyst were investigated. The water contact angle on the surface of cured BTDMA and Bis-GMA-based resins were also measured and compared. FTIR studies showed an interaction between carboxylic acid groups of BTDMA and Ca 2ϩ ions of CaO. The interaction of the resin with hydroxyapatite and tooth ash was also investigated. The interaction was also studied using thermogravimetric analysis (TGA).

Synthesis and evaluation of novel dental monomer with branched carboxyl acid group

“…Third, the carboxylic acid group may be beneficial to promote the interaction between the adhesive and the dental substrate, such as collagen or the mineral hydroxyapatite, via hydrogen bond or electrostatic attraction. 41,42 …”

Synthesis and photopolymerization of phosphonic acid monomers for applications in compomer materials

“…Outside this work, very few articles are dealing with the preparation of new aromatic acidic monomers for dental applications. [13][14][15][16][17] Therefore, there is a real need for the synthesis of such derivatives.…”

Dental Nanomaterials

“…Bonding is principally a result of micromechanical retention of the bonding agent into the etched surfxes of enamel and dentin. In dentin, a hybrid layer of bonding resin and collagen is often formed, and the bonding adhesive penetrates the dentinal tubules [48].…”

“…A variation of this modification is used in which most of the filler is reinforced filler, with smaller amounts of silica added to the oligomer. Another modification (homogeneous microfill) has no reinforced filler, but rather microfine silica dispersed in the oligomer [48].…”

“…BTDMA as a dimethacrylate monomer containing carboxylic acid groups in its structure has been shown that can interact with the Ca 2+ ions of the tooth structure so it has the potential to provide better adhesion properties in dental composites (Fig. 1) [48].…”