Page 154 - 《精细化工》2022年第8期

第 39 卷第 8 期 精 细 化 工 Vol.39, No.8
2022 年 8 月 FINE CHEMICALS Aug. 2022

催化与分离提纯技术
手性钨酸离子液体空心介孔硅球

用于苯乙烯双羟化反应

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郭晓萍 ，孟慧琴 ，焦勇霞 ，王晓春 ，王俊飒 ，梁 栋
（1. 中北大学 化学工程与技术学院，山西 太原 030051；2. 太原生态环境监测中心，山西 太原 030002）
摘要：以 1,12-二溴十二烷、(S)-烟碱和二水合钨酸钠为原料制备手性钨酸离子液体，再以九水合硅酸钠为硅源，
经一步水热法制得含手性多酸离子液体的功能化空心介孔硅球。用 SEM、TEM、FTIR、UV-Vis、N 2 吸附-脱附、
XPS、电感耦合等离子体发射光谱（ICP-OES）、水接触角和圆二色谱对其进行表征，并考察其对于苯乙烯双羟
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化反应的催化性能。结果表明，空心介孔硅球的平均直径约为 100 nm，比表面积为 20~54 m /g，平均孔径为 7.73~
15.98 nm；手性钨酸离子液体成功嵌入到空心介孔硅球壳层，固体具有圆二色性，可用于苯乙烯双羟化反应，
由 n(W)∶n(Si)=0.25∶0.75 制得的催化剂催化性能最好、反应 3 h (R)-苯基乙二醇产率达 89.6%，使用 5 次后产
率仍可达 87.0%；未含钨酸离子液体的样品为无定形纳米颗粒，因此推测钨酸基手性离子液体对空心介孔硅球
形成具有导向作用。
关键词：手性；离子液体；催化；介孔硅球；双羟化；催化技术
中图分类号：TQ223.1；TQ426 文献标识码：A 文章编号：1003-5214 (2022) 08-1654-08

Chiral tungstic ionic-liquid hollow mesoporous silica
spheres for dihydroxylation of styrene

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GUO Xiaoping , MENG Huiqin , JIAO Yongxia , WANG Xiaochun ,
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WANG Junsa , LIANG Dong
（1. School of Chemical Engineering and Technology, North University of China, Taiyuan 030051, Shanxi, China; 2. Taiyuan
Ecological Environment Monitoring Center, Taiyuan 030002, Shanxi, China）
Abstract: Hollow mesoporous silica spheres functionalized with chiral tungstic ionic liquid in various
ratios were synthesized via one-step hydrothermal reaction between sodium silicate nonahydrate and chiral
tungstic ionic liquid, which was prepared from 1,12-dibromododecane, (S)-nicotine and sodium tungstate
dihydrate. The samples were then characterized and analyzed by SEM, TEM, FTIR, UV-Vis, N 2
adsorption-desorption, XPS, ICP-OES, water contact angle and electronic circular dichroism. Moreover,
studies were conducted to explore the catalytic performance of the samples for dihydroxylation of styrene.
The results demonstrated that the chiral tungstic ionic liquid was successfully embedded in the mesoporous
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hollow spheres with a diameter of about 100 nm, a BET surface area of 20~54 m /g, and average pore
diameter of 7.73~15.98 nm. Meanwhile, the spherical solids presented circular dichroism and could
promote dihydroxylation of styrene leading the yield of product (R)-phenylethylene glycol to 89.6% with
reaction time 3 h and still up to 87.0% after being used for 5 times when n(W)∶n(Si)=0.25∶0.75. It was
speculated that tungstate chiral ionic liquid could guide the formation of mesoporous hollow silicon spheres
since samples without tungstate ionic liquid was amorphous.
Key words: chirality; ionic liquids; catalysis; mesoporous silica spheres; dihydroxylation; catalysis
technology

收稿日期：2021-10-14; 定用日期：2022-03-24; DOI: 10.13550/j.jxhg.20211049
基金项目：国家自然科学基金项目（21406211, 21407101, 22176117）；山西省自然科学基金项目（201901D111171）
作者简介：郭晓萍（1992—），女，硕士生，E-mail：gxiao92@foxmail.com。联系人：梁 栋（1979—），男，副教授，E-mail：
liangdong@nuc.edu.cn。