New aromatic tert-amines for application as photoinitiator components in photocurable dental materials
New aromatic tert-amines for application as photoinitiator components in photocurable dental materials
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DOI：
10.1002/macp.200350049
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发表时间：
2003-09-03
影响因子：
2.5
通讯作者：
Lee, CW
中科院分区：
文献类型：
--
作者：
Ahn, KD;Han, DK;Lee, CW
制备了一种具有双酚A（BPA）骨架的新型芳香族叔胺，并将其用作光引发剂（PI）组分，以增强可见光固化牙科聚合物配方中的光敏性。将两个 N,N-二甲基氨基 (DMA) 基团引入 BPA 二缩水甘油醚中，生成 2,2-双[4-(2-羟基-3-(对-N,N-二甲基氨基苯甲酰氧基)丙氧基)苯基]丙烷 (DMABPA)。一个或两个（甲基）丙烯酰基与 DMABPA 的羟基反应，得到可聚合的 BPA 叔胺。 DMABPA-1M（一种甲基丙烯酸酯）、DMABPA-2M（两种甲基丙烯酸酯）和 DMABPA-1A（一种丙烯酸酯）。将芳香族叔胺和对(N,N-二甲氨基)苯甲酸乙酯(EDMAB)与樟脑醌敏化剂组合成光引发体系，应用于以Bis-GMA为基质预聚物的牙科树脂配方中，通过可见光曝光进行光聚合。使用新型芳香族叔胺作为 PI 的配方的光转化是通过流延膜中甲基丙烯酸酯基团的 FTIR 吸收强度的光谱变化来确定的。 (甲基)丙烯酸酯化 DMABPA-(1M、2M 和 1A) 进行光聚合可实现高转化率（超过 70%）。
A new type of aromatic tert-amine with a bisphenol-A (BPA) skeleton has been prepared and applied as a photoinitiator (PI) component for enhancing photosensitivity in formulations of visible light curable dental polymers. Two N,N-dimethylamino (DMA) groups were incorporated into BPA diglycidyl ether to make 2,2-bis[4-(2-hydroxy-3-(p-N,N- dimethylaminobenzoyloxy)propyloxy)phenyl]propane (DMABPA). One or two (meth)acryloyl groups were reacted with the hydroxyl groups of DMABPA to obtain the polymerizable, BPA-based tert-amines. DMABPA-1M (one-methacrylate), DMABPA-2M (two methacrylates), and DMABPA-1A (one acrylate). The aromatic tert-amines and ethyl p-(N,N-dimethlamino)benzoate(EDMAB) were combined with a camphorquinone sensitizer to for a photoinitiating system, which was applied in photopolymerizations of dental resin formulations, based on Bis-GMA as a matrix prepolymer, by visible light exposure. The photoconversion of the formulations using the new aromatic tert-amines as PIs was determined by the spectral changes in FTIR absorption intensities of methacrylate groups in cast films. High conversion (over 70%) resulted from photopolymerizations with (meth)acrylated DMABPA-(1M,2M, and 1A).