Cements containing syringic acid esters -- o-ethoxybenzoic acid and zinc oxide.
Fissure caries is reduced when syringic acid is incorporated into a cariogenic diet of rats. It was therefore of interest to synthesize n-hexyl and 2-ethylhexyl syringate and to evaluate the properties of cements with these compounds as ingredients. Liquids containing the esters dissolved in o-ethoxybenzoic acid (EBA) - when mixed with powders made up from zinc oxide, aluminum oxide, and hydrogenated rosin - hardened in from four to nine min. Properties of the cements were determined, when possible, according to ANSI/ADA specification tests. Depending on the powder-liquid ratio employed, we obtained compositions with varying physical properties desirable for different dental applications. The syringate cements, compared with the commonly used ZOE materials, have improved compressive and tensile strength, lower water solubility, do not inhibit polymerization, and are compatible with acrylic monomers. These cements pass, and mostly greatly exceed, the requirements for ZOE-type restorative materials. They also bond significantly to resins, composites, and non-precious metals. The bond strength is somewhat less than that of n-hexyl vanillate-EBA cement, but greatly exceeds the adhesion to various substrates of ZOE luting agents. Cements containing n-hexyl syringate were somewhat brittle. Best results were obtained with liquid compositions containing 5% 2-ethylhexyl syringate, 7% n-hexyl vanillate, and 88% EBA, which yielded non-brittle materials. These cements, because of the syringate ingredient, may possess caries-reducing properties. Thus, perhaps in conjunction with fluoride additives, they would be useful as insulating bases, pulp capping agents, root canal sealers, soft tissue packs, or intermediate restoratives.
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D001840:Dental Bonding; D003738:Dental Cements / Q000032:analysis / Q000138:chemical synthesis; D005069:Evaluation Studies as Topic; D005707:Gallic Acid / Q000031:analogs & derivatives* / Q000032:analysis / Q000138:chemical synthesis; D062425:Hydroxybenzoate Ethers; D062385:Hydroxybenzoates / Q000032:analysis; D012995:Solubility; D013314:Stress, Mechanical; D013718:Tensile Strength; D014641:Vanillic Acid / Q000032:analysis; D015032:Zinc; D015034:Zinc Oxide
D003738:Dental Cements; D062425:Hydroxybenzoate Ethers; D062385:Hydroxybenzoates; C029266:2-ethoxybenzoic acid; D005707:Gallic Acid; C001945:syringic acid; D014641:Vanillic Acid; D015032:Zinc; D015034:Zinc Oxide