Catalytic characteristics of N-hydroxyphthalimide immobilized on polymer microspheres in oxidation of benzyl alcohol by molecular oxygen

YANG Xiaolin; HUANG Jianlong; GAO Baojiao; MEN Jiying

doi:10.11949/j.issn.0438-1157.20141572

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Catalytic characteristics of N-hydroxyphthalimide immobilized on polymer microspheres in oxidation of benzyl alcohol by molecular oxygen

更新时间：2025-12-10

- Catalytic characteristics of N-hydroxyphthalimide immobilized on polymer microspheres in oxidation of benzyl alcohol by molecular oxygen
- CIESC Journal Issue 4, Pages: 1318-1323(2015)
- 作者机构：
  
  中北大学化学工程系,山西,太原,030051
- 作者简介：
- 基金信息：
- DOI：10.11949/j.issn.0438-1157.20141572
  CLC： 632
- Online First：05 April 2015，
  
  Published：05 April 2015
- 稿件说明：
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YANG Xiaolin, HUANG Jianlong, GAO Baojiao, et al. Catalytic characteristics of N-hydroxyphthalimide immobilized on polymer microspheres in oxidation of benzyl alcohol by molecular oxygen[J]. CIESC Journal, 2015, (4): 1318-1323.
DOI：

YANG Xiaolin, HUANG Jianlong, GAO Baojiao, et al. Catalytic characteristics of N-hydroxyphthalimide immobilized on polymer microspheres in oxidation of benzyl alcohol by molecular oxygen[J]. CIESC Journal, 2015, (4): 1318-1323. DOI： 10.11949/j.issn.0438-1157.20141572.

摘要

以甲基丙烯酸缩水甘油酯(GMA)和甲基丙烯酸甲酯(MMA)的交联共聚微球GMA/MMA为基质

经过几步大分子反应在微球表面合成与固载了N-羟基邻苯二甲酰亚胺(NHPI)

形成固载有NHPI的聚合物微球GMA/MMA-NHPI。将GMA/MMA-NHPI与Co(OAc)2组成共催化体系

用于分子氧氧化苯甲醇的反应过程。研究结果表明

GMA/MMA-NHPI与Co(OAc)2所构成的共催化体系在温和条件(65℃和常压氧气)下可有效地实现苯甲醇的分子氧氧化过程

将其深度氧化为苯甲酸

显示出较好的催化活性和高的选择性(苯甲酸的选择性为96%)。主催化剂GMA/MMA-NHPI固载的NHPI与助催化剂Co(OAc)2适宜的摩尔比为20:1;主催化剂所含NHPI的摩尔分数为底物的10%时催化剂的用量比较适宜。固体催化剂GMA/MMA-NHPI还具有良好的再循环使用性能。

Abstract

Crosslinked polymeric microspheres GMA/MMA of glycidyl methacrylate (GMA) and methyl methacrylate (MMA) were prepared

and then N-hydroxyphthalimide (NHPI) was synthesized and immobilized on GMA/MMA microspheres through several polymer reaction steps

resulting in the functionalized microspheres GMA/MMA-NHPI. The solid catalyst GMA/MMA-NHPI in combination with Co(OAc)2 was used in aerobic oxidation of benzyl alcohol. Experimental results showed that the composite catalyst consisting of GMA/MMA-NHPI and Co(OAc)2 could effectively catalyze aerobic oxidation of benzyl alcohol by molecular oxygen under mild conditions (65℃ and normal pressure). Benzyl alcohol was deeply oxidized to benzoic acid. Although benzyl alcohol conversion rate was not very high

catalytic activity was satisfactory and benzoic acid selectivity was as high as 96%. The appropriate molar ratio of immobilized NHPI on GMA/MMA-NHPI microspheres to Co(OAc)2 was 20:1

and the appropriate amount of GMA/MMA-NHPI was 10% (mol) of the substrate. The solid catalyst GMA/MMA-NHPI microspheres showed good recycling and reusing performance.

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