Facile Synthesis of an Amphiphilic 1,3,5-Trisubstituted Benzene as a Novel Surface Modifier by Selective Photocyclic Aromatization and Efficient Improvement of Oxygen Permselectivity by the Addition of the Surface Modifier
作者:Jianjun Wang、Toshiki Aoki、Lijia Liu、Takeshi Namikoshi、Masahiro Teraguchi、Takashi Kaneko
DOI:10.1246/cl.130372
日期:2013.9.5
An amphiphilic 1,3,5-trisubstituted benzene as a new 2D surface modifier (T-EO) which has six hydroxy groups and three oligoethylene groups was successfully and easily synthesized by selective photocyclic aromatization in high conversion and selectivity for the first time. We prepared four kinds of blend membranes based on PVA or poly(trimethylsilylphenylacetylene) (poly(SPA)) containing the new amphiphilic cyclic trimer (T-EO) or the corresponding polymer (P-EO), that is, T-EO/PVA, P-EO/PVA, and T-EO/poly(SPA) membranes prepared by conventional solvent casting method (Method I) and T-EO/poly(SPA) membranes prepared by a new solvent casting method (Method II). T-EO/PVA membranes by Method I and T-EO/poly(SPA) membranes by Method II showed better performance in oxygen permeation than P-EO/PVA membranes by Method I and T-EO/poly(SPA) membranes by Method I, respectively. A PVA-based membrane containing 1.0 wt % T-EO showed the best performance, that is, the α became twice that of the original PVA membrane without any decrease in PO2. The ideal improvement may be caused by effective surface modification by T-EO.
一种具有六个羟基和三个寡聚乙烯基团的新型两亲性1,3,5-三取代苯(T-EO)作为二维表面修饰剂,首次通过选择性光环化芳构化方法成功且简单地合成,具有高转化率和选择性。我们基于PVA或聚(三甲基硅基苯乙炔)(poly(SPA))制备了四种混合膜,这些膜包含新的两亲性环状聚合物(T-EO)或相应的聚合物(P-EO),即T-EO/PVA、P-EO/PVA,以及通过常规溶剂铸造方法(方法I)制备的T-EO/poly(SPA)膜和通过新型溶剂铸造方法(方法II)制备的T-EO/poly(SPA)膜。方法I制备的T-EO/PVA膜和方法II制备的T-EO/poly(SPA)膜在氧气渗透性能方面表现优于方法I制备的P-EO/PVA膜和T-EO/poly(SPA)膜。含有1.0 wt % T-EO的基于PVA的膜表现出最佳性能,即渗透系数α是原始PVA膜的两倍,而PO2没有降低。理想的改进可能是由于T-EO有效的表面修饰所致。