Kadoma Y, Fujisawa S
Division of Biofunctional Molecules, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Japan.
Biomaterials. 2000 Nov;21(21):2125-30. doi: 10.1016/s0142-9612(00)00088-0.
The reactivity of bisphenol A (BPA), diethylstilbestrol (DEST) 2,2'-biphenol (22'BP), 4,4'-biphenol (44'BP) and hydroquinone (HQ) as radical scavengers was examined in 2,2'-azobisisobutyronitrile (AIBN)- and benzoyl peroxide (BPO)-induced methyl methacrylate (MMA) polymerization with respect to kinetic considerations. The initial rate of polymerization (IRP) was found to decrease in the order: 44'BP > BPA, DEST > 22'BP >> HQ, while the stoichiometric factor (n) of free radicals trapped by phenolic moiety decreased in the order: 44'BP (2.3) > HQ (2.0) > BPA, DEST (1.8) >> 22'BP (0.8). It was found that BPA was a more highly efficient inhibitor than HQ and that HQ acts as a retarder at higher concentrations in the BPO system. The high activity of BPA indicated that BPA is probably oxidized by a radical interaction in the dental resin system.
从动力学角度出发，研究了双酚A（BPA）、己烯雌酚（DEST）、2,2'-联苯酚（22'BP）、4,4'-联苯酚（44'BP）和对苯二酚（HQ）作为自由基清除剂在2,2'-偶氮二异丁腈（AIBN）和过氧化苯甲酰（BPO）引发的甲基丙烯酸甲酯（MMA）聚合反应中的反应活性。发现聚合反应的初始速率（IRP）按以下顺序降低：44'BP > BPA、DEST > 22'BP >> HQ，而酚基捕获的自由基的化学计量系数（n）按以下顺序降低：44'BP（2.3）> HQ（2.0）> BPA、DEST（1.8）>> 22'BP（0.8）。发现BPA是比HQ更高效的抑制剂，并且在BPO体系中，HQ在较高浓度下起缓聚剂的作用。BPA的高活性表明，BPA可能在牙科树脂体系中通过自由基相互作用被氧化。
