用于牙科应用的无甲基丙烯酸羟乙酯玻璃离子水门汀的合成与评价

Synthesis and evaluation of HEMA-free glass-ionomer cements for dental applications.

作者信息

Xie Dong, Chung Il-Doo, Wu Wei, Mays Jimmy

机构信息

Department of Biomedical Engineering, The University of Alabama at Birmingham, 370 Hoehn Engineering Building, 1075 13th Street South, Birmingham, AL 35294, USA.

出版信息

Dent Mater. 2004 Jun;20(5):470-8. doi: 10.1016/j.dental.2003.07.003.

DOI:10.1016/j.dental.2003.07.003

PMID:15081554

Abstract

OBJECTIVE

The objective of this study was to synthesize and characterize amino acid acrylate and methacrylate derivatives, use them to formulate light-cured glass-ionomer cements (LCGICs), and evaluate their mechanical strengths.

MATERIALS AND METHODS

Acrylate and methacrylate derivatives of six amino acids were synthesized and characterized using FT-IR and 1HNMR spectroscopy. The LCGICs were formulated using a newly synthesized polymer having pendant methacrylate groups (in other words, a methacryloyl derived polymer or MDP), amino acid derivatives, water, and Fuji II LC glass. Compressive strength of the cements and viscosities of the resin liquids were used as screening tools in order to determine the optimal formulation. The specimens were conditioned in distilled water at 37 degrees C for 24 h prior to testing.

RESULTS

The measured compressive strengths (MPa) of the cements were found to depend on the amino acid derivative used: acryloyl aspartic acid (268.5) > methacryloyl beta-alanine (259.1) = methacryloyl glutamic acid (254.5) = acryloyl beta-alanine (251.9) > acryloyl glutamic acid (238.8) > methacryloyl aspartic acid (210.9). Methacryloyl beta-alanine (MBA) was selected for further formulations due to its relatively low solution viscosity and high compressive strength. Effects of MDP content and power/liquid (P/L) ratio were significant. The formulation with a liquid composition of 50/25/25 (MDP/MBA/water) and P/L ratio of 2.7/1 was found to give optimal properties and handling of all the formulations studied.

CONCLUSIONS

A novel HEMA-free LCGIC system based on amino acid derivatives has been developed. This system may eliminate potential cytotoxicity in current LCGICs caused by leached 2-hydroxyethyl methacrylate (HEMA). The optimal MBA-modified cements were 20% higher in compressive strength, 70% higher in diametral tensile strength (DTS) and 93% higher in flexure strength (FS), as compared to Fuji II LC cement.

摘要

目的

本研究的目的是合成并表征氨基酸丙烯酸酯和甲基丙烯酸酯衍生物，用它们配制光固化玻璃离子水门汀（LCGIC），并评估其机械强度。

材料与方法

合成了六种氨基酸的丙烯酸酯和甲基丙烯酸酯衍生物，并用傅里叶变换红外光谱（FT-IR）和核磁共振氢谱（1HNMR）进行表征。使用具有侧链甲基丙烯酸酯基团的新合成聚合物（即甲基丙烯酰基衍生聚合物或MDP）、氨基酸衍生物、水和富士II LC玻璃配制LCGIC。将水泥的抗压强度和树脂液体的粘度用作筛选工具，以确定最佳配方。在测试前，将试样在37℃的蒸馏水中养护24小时。

结果

发现所测水泥的抗压强度（MPa）取决于所用的氨基酸衍生物：丙烯酰天冬氨酸（268.5）>甲基丙烯酰基β-丙氨酸（259.1）=甲基丙烯酰基谷氨酸（254.5）=丙烯酰基β-丙氨酸（251.9）>丙烯酰基谷氨酸（238.8）>甲基丙烯酰天冬氨酸（210.9）。由于甲基丙烯酰基β-丙氨酸（MBA）的溶液粘度相对较低且抗压强度较高，因此选择它进行进一步配方研究。MDP含量和粉液比（P/L）的影响显著。发现液体组成为50/25/25（MDP/MBA/水）且P/L比为2.7/1的配方具有所有研究配方中的最佳性能和操作性。