Lipid membrane analogue-immobilized silica gels for separation with molecular recognition

Lipid membrane analogue-immobilized silica gels for separation with molecular recognition
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DOI:
10.1080/10826079608015120
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发表时间:
1996-01-01
影响因子:
1.3
通讯作者:
Hirayama, C
Hirayama, C
中科院分区:
化学4区
文献类型:
--
作者:
Ihara, H;Nagaoka, S;Hirayama, C

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采用3-巯基丙基三甲氧基硅烷和丙烯酸十八酯通过调聚反应制备了由反应性端基和高度取向侧链基团组成的梳形聚合物(ODA(n))。该聚合物很容易通过末端反应基团固定在多孔硅胶上。 DSC 表明二氧化硅负载的聚合物 (Sil-ODA(n)) 在甲醇中于 28 - 47 摄氏度的温度范围内(在 n = 27 的情况下)在硅胶上经历了晶体到各向同性的相变。聚合物的极性显微镜观察表明相变包括向列液晶态。与传统的疏水固定相(即十八烷基化硅胶)相比,填充柱在室温下对平面芳族化合物(例如三亚苯和反式二苯乙烯)和非平面芳族化合物(例如邻三联苯或顺式二苯乙烯)的混合物显示出明显更高的分离因子。此外,Sil-ODA(n) 色谱柱对保留容量 (k') 和分离因子 (α) 均表现出显着的温度依赖性。 k'-温度和α-温度图显示在固定化ODA(n)的相变温度附近的温度下明显弯曲。这些结果表明,平面化合物的选择性保留与长链烷基形成的高度取向结构有关。本文讨论了使用附加色谱行为和 MOPAC 计算的分子识别机制。
The comb-shaped polymer (ODA(n)) composed of a reactive terminal group and highly-orienting side-chain groups was prepared by telomerization using 3-mercaptopropyl trimethoxysilane and octadecylacrylate. The polymer was readily immobilized onto porous silica gels through a terminal reactive group. DSC indicated that the silica-supported polymer (Sil-ODA(n)) underwent crystal-to-isotropic phase transition on silica gels at a temperature range of 28 - 47 degrees C (in the case of n = 27) in methanol. Polarity microscopic observation of the polymer showed the phase transition included a nematic liquid crystalline state. The packed column showed a remarkably higher separation factor for mixtures of planar aromatics (e.g. triphenylene and trans-stilbene) and non-planar aromatics (e.g. o-terphenyl or cis-stilbene) at room temperatures than did the conventional hydrophobic stationary phases, i.e. octadecylated silica gels. In addition, the Sil-ODA(n) column showed remarkable temperature dependence on both retention capacity (k') and separation factor (alpha). The k'-temperature and alpha-temperature plots showed distinct bending at temperatures around the phase transition temperature of immobilized ODA(n). These results indicate that the selective retention for planar compounds is related to highly-orienting structure formed from long-chain alkyl groups. This paper discusses the molecular recognition mechanism using additional chromatographic behaviors and MOPAC calculation.