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Evidence of chemical bonding to hydroxyapatite by phosphoric acid esters.

Phosphoric acid esters (PAEs) have been used as a self-etching primer for composite-to-enamel bonding in adhesive dentistry. However, the chemical mechanism of their interactions with hydroxyapatite (HA) is not clear. In the present study, HA particles were mixed with Resulcin AquaPrime (Merz Co.) priming agent that contains a mixture of PAEs, and dried. The primer, HA and the mixture of both were analyzed by FTIR. Primed and untreated HA discs were analyzed with attenuated total reflectance (ATR). After AquaPrime+D(2)O (1:1) was mixed with HA or Ca(OD)(2) for 48 h, the primer and both mixtures were analyzed with (31)P NMR in D(2)O. The solid and the liquid separated from both mixtures were analyzed with (31)P NMR in CDCl(3). The primer's characteristic bands (nu(CO), nu(CC)) were found on the primer-subtracted mixture's spectrum and the primed HA disc. (31)P NMR data indicated that the reactions of PAEs with HA produced PAEs-HA complexes, and were not a simple acid-base reaction like those with Ca(OD)(2), either in liquid or in solid. It is concluded that phosphoric acid esters can decalcify and adhere to hydroxyapatite simultaneously.

Acid Etching, Dental↗

Comparison of microleakage on one composite etched with phosphoric acid or a combination of phosphoric and hydrofluoric acids and bonded with several different systems.

STATEMENT OF PROBLEM: There are no data available on whether or to what extent hydrofluoric acid affects the marginal integrity of dentin-bonded composite restorations when it is used instead of phosphoric acid in the total-etch technique. PURPOSE: This in vitro study examined the etching effects of phosphoric acid versus a combination of phosphoric and hydrofluoric acid by evaluation of microleakage in a composite restoration bonded with different dentin adhesive systems. MATERIAL AND METHODS: Extracted teeth (n = 90) containing 2 class II preparations, mesial occlusal (MO) and distal occlusal (DO) standarized (cervical margins in dentin) were perfused with Ringer solution and etched in 1 of 2 ways: with phosphoric acid only or with phosphoric combined with hydrofluoric acid. Different dentin bonding agents were then applied (Etch & Prime 3.0, Optibond Solo, Prime & Bond NT, Scotchbond 1, Syntac Single Component, or Syntac Sprint; (n = 15 for each etching material)). The preparations were restored with a hybrid composite (Herculite XRV) and submitted to 5000 thermocycles (5 degrees C to 55 degrees C) to simulate the in vivo situation. Microleakage was assessed with 2% methylene blue diffusion for 24 hours. Dye penetration was calculated as a percentage of the total length of the gingival margins of the preparation with light microscopy at original magnification x 32. The results were analyzed with the Kruskal-Wallis multiple comparison z-value assay (alpha = .05). RESULTS: Differences in dye penetration were significant, both as a function of the dentin adhesive and the conditioning mode applied. In the specimen groups conditioned with phosphoric acid, Optibond Solo (54% +/- 44%) and Syntac Sprint (74% +/- 39%) demonstrated the lowest penetration values. Higher values were obtained for Prime & Bond NT (81% +/- 34%), Scotchbond 1 (83% +/- 31%), Etch & Prime 3.0 (85% +/- 33%), and Syntac Single Component (95% +/- 16%), with no significant differences (alpha=.05) between specimen groups. The best results were obtained for Syntac Sprint (24% +/- 26% dye penetration) after conditioning with a mixture of phosphoric and hydrofluoric acid. The least favorable result was obtained for Optibond Solo (65% +/- 31%). It was significantly different from Prime & Bond NT (76% +/- 37%), Scotchbond 1 (85% +/- 29%), and Etch & Prime 3.0 (88% +/- 24%). Syntac Single Component (75% +/- 32%) was significantly different from Syntac Sprint. Syntac Single Component and Syntac Sprint exhibited significantly better results when conditioned with a combination of phosphoric acid and hydrofluoric acid than with phosphoric acid only. CONCLUSION: Within the limitations of this in vitro study, total-etching water-based (Syntac Single Component) and acetone-based (Syntac Sprint) bonding agents with a combination of phosphoric acid and hydrofluoric acid led to significant reductions (alpha=.05) in dye penetration compared to phosphoric acid conditioning only. Ethanol-based dentin bonding agents (Etch & Prime 3.0, Optibond Solo, and Scotchbond 1) were not significantly influenced by the type of conditioner used.

Acid Etching, Dental↗

The effect of ethoxyquin on the quality of ground poultry mortality carcasses preserved by lactic acid fermentation and phosphoric acid stabilization.

Fermentation and acidification have been shown to preserve the protein quality of ground poultry coproducts, but the effects of these processes on their lipid stability are unknown, especially in the presence of an antioxidant. To evaluate the effects of these treatments on lipid quality, ground poultry mortality carcasses, with and without an addition of 500 ppm ethoxyquin, were stabilized for 14 and 45 d by lactic acid fermentation or acidification with 2.76, 5.07, 7.35, or 9.65% feed-grade H3PO4. Ethoxyquin treatment significantly (P < 0.001) improved the oxidative stability of lipids from all storage treatments. However, the addition of ethoxyquin increased (P < 0.001) the levels of volatile N (VN) from 2.51 to 3.18% in products stored for 45 d and resulted in an increase (P < 0.001) in free fatty acids in all ensiled products. Ethoxyquin addition had no effect (P > 0.120) on the fatty acid profile of products stored for 14 d but significantly increased (P < 0.001) the levels of stearic (C18:0) and arachidonic acids (C20:4) in products stored for 45 d. In this experiment, the addition of ethoxyquin to preservation systems for the short-term storage of poultry mortality carcasses improved the lipid quality of the ground material without compromising the protein quality or affecting proximate analysis parameters. However, the increased oxidative stability of mortality silage materials that contain ethoxyquin may contribute to enhanced microbial or enzymatic activities that result in proteolytic or lypolytic breakdown products following longer periods of storage.

Animals↗

Channel flow cell studies on the evaluation of surface pretreatments using phosphoric acid or polymaleic acid for calcite stone protection.

The dissolution kinetics of surface-pretreated and weathered calcite was investigated in dilute acid using a channel flow cell with microdisk detection. Two pretreatments were studied, polymaleic acid and phosphoric acid. Treatment with polymaleic acid was shown to significantly passivate calcite but to a lesser extent than the phosphoric acid and the former coating was found to be less effective for protection of calcite from acid attack. However, treatment of calcite with phosphoric acid resulted in the passivation of calcite from acid attack which strongly inhibited dissolution, an effect that was enhanced even further after exposure to the environment.

Journal Article↗

The rates of hydrolysis of thymidyl-3',5'-thymidine-H-phosphonate: the possible role of nucleic acids linked by diesters of phosphorous acid in the origins of life.

Thymidyl-3',5'-thymidine H-phosphonate undergoes acid, base, and water-catalyzed hydrolysis. The products were 3'-thymidine H-phosphonate, 5'-thymidine H-phosphonate, and thymidine in a ratio of 1:1:2. The rate constants are 1.8 x 10(-3) M-1 sec-1, 7.2 x 10(3) M-1 sec-1, and 1.5 x 10(6) sec-1 for acid, base and water catalysis, respectively. These values are comparable with previous reports for the rates of hydrolysis of simple dialkyl esters of phosphorous acids. The Arrhenius activation energy for the base-catalyzed reaction is 20 kcal/mol. and the enthalpy and entropy of activation are 19 kcal/mol and -14 eu., respectively. The Gibbs free energy of activation is 23 kcal/mol. The rate constants suggest that nucleic acids linked by diesters of phosphorous acid hydrolyze too rapidly in aqueous solution to have accumulated in useful amounts on the primitive Earth.

Catalysis↗

Extraction of cadmium and iodocadmat species by di(2-ethylhexyl) phosphoric acid from perchloric and phosphoric media.

We have investigated the extraction of cadmium with di(2-ethylhexyl) phosphoric acid (HDEHP) in various solvents from perchloric and phosphoric solutions. The distribution coefficient D obtained is not very dependent on the nature and the polarity of the diluent used. The extraction of Cd(II) by HDEHP dissolved in benzene, from sulfophosphoric solutions shows the absence of sulfuric or mixed sulfophosphoric complexes of the metal. However, the presence of iodide anions in aqueous perchloric or phosphoric media results in enhanced extraction coefficient of cadmium with HDEHP (HX) in benzene. The extracted species were found to be CdIX,3(HX)2 and CdI2,3(HX)2 and their formation constants are 0.033 and 0.036, respectively. The recovery of cadmium from phosphoric medium by tributylphosphate (TBP), trioctyl phosphine oxide (TOPO), triphenyl phosphine oxide (TPPO), diphenylamine or their mixtures with HDEHP is lesser than with HDEHP alone.

Benzene↗