Synthesis of Chiral Helical Poly(hydroxyl-containing phenylacetylene) Membranes by in-Situ Depinanylsilylation and Their Enantioselective Permeabilities
Synthesis of Chiral Helical Poly(hydroxyl-containing phenylacetylene) Membranes by in-Situ Depinanylsilylation and Their Enantioselective Permeabilities
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DOI：
10.1021/ma050089z
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发表时间：
2005-06
期刊：
影响因子：
5.5
通讯作者：
M. Teraguchi;Kazuomi Mottate;Sunyoung Kim;T. Aoki;T. Kaneko;Shingo Hadano;T. Masuda
中科院分区：
文献类型：
--
作者：
M. Teraguchi;Kazuomi Mottate;Sunyoung Kim;T. Aoki;T. Kaneko;Shingo Hadano;T. Masuda
两个新的手性螺旋聚合物不存在任何其它手性部分的（含羟基苯乙炔）膜以以下方式制备：（1）两种新的手性含蒎烷基苯乙炔的合成及其均聚或共聚反应;（2）聚（共）物自支撑膜的制备（3）预形成的聚合物膜的脱蒎烷基甲硅烷基化。通过用三氟乙酸处理，成功地实现了完全的depinanylsilylation。尽管没有手性取代基，所得到的膜表现出圆二色性，这一事实表明聚合物的主链保留了它们的手性螺旋性。这是第一次合成这种手性聚苯乙炔膜。由于膜保持其自支撑性能，我们能够使用它们作为对映体选择性分离膜的水溶液的渗透。
Two new chiral helical poly(hydroxyl-containing phenylacetylene) membranes without the coexistence of any other chiral moieties were prepared in the following manner: (1) synthesis and homo- or copolymerization of two new chiral pinanylsiloxy-containing phenylacetylenes, (2) preparation of self-supporting membranes from the (co)poly(chiral pinanylsiloxy-containing phenylacetylene)s by a solvent-casting technique, and (3) depinanylsilylation of the preformed polymer membranes in situ. Complete depinanylsilylation was successfully achieved by treating with trifluoroacetic acid. The resulting membranes exhibited circular dichroism despite the absence of the chiral substituents, a fact indicating that the main chains of the polymers retained their chiral helicity. This is the first method to synthesizing such chiral poly(phenylacetylene) membranes. Since the membranes maintained their self-supporting properties, we were able to use them as enantioselective separation membranes in the permeation of an aqueous...