Wu Ho-Shing, Lo Chi-Wei
Department of Chemical Engineering and Materials Science, Yuan Ze University, ChungLi, Taoyuan, 32003, Taiwan.
J Comb Chem. 2006 Nov-Dec;8(6):848-55. doi: 10.1021/cc060078x.
This study attempted to synthesize the optimum quaterary ammonium poly(styrene-co-methylstyrene) catalyst using the combinatorial chemistry method. The catalyst was synthesized by a mix-split method. A phase-transfer catalyst library with 25 kinds of polystyrene-supported quaternary ammonium salt catalyst was the the result of the reaction of five kinds of chloromethylated crosslinked polystyrene with five tert-amines. The allylation of phenol and the oxidation of benzyl alcohol were used as the probing reaction to screen out the most active catalyst for the reaction using the iterative deconvolution method. The screening conditions included teritary amine and organic solvent. The structure of the most active catalyst in the allylation of phenol shows 20 mol % ring substitution and 0.177-0.25-mm pellet size activated with trihexylamine. For oxidation of benzyl alcohol, the reaction conditions of the most active catalyst included a resin of 20% ring substitution and pellet size of 0.177-0.25 mm, activated with triethylamine reacting in an organic solvent of n-hexane.
本研究试图采用组合化学方法合成最佳季铵化聚（苯乙烯 - 共 - 甲基苯乙烯）催化剂。该催化剂通过混合分割法合成。五种氯甲基化交联聚苯乙烯与五种叔胺反应，得到了一个包含25种聚苯乙烯负载季铵盐催化剂的相转移催化剂库。以苯酚的烯丙基化反应和苯甲醇的氧化反应作为探针反应，采用迭代去卷积法筛选出该反应中活性最高的催化剂。筛选条件包括叔胺和有机溶剂。在苯酚烯丙基化反应中活性最高的催化剂结构显示，其具有20 mol%的环取代度，粒径为0.177 - 0.25 mm，用三己胺活化。对于苯甲醇的氧化反应，活性最高的催化剂的反应条件包括：环取代度为20%的树脂，粒径为0.177 - 0.25 mm，用三乙胺活化，在正己烷有机溶剂中反应。
