离子液体催化邻苯二酚与叔丁醇烷基化反应.pdf

石油学报(石油加「.)
2010年2月
ACTA PETROLEI SINICA(PETROLEUM PROCESSING SECTIONY
第26卷第]期
文章编号:1001-8719(2010)01-0115-07
离子液体催化邻苯二酚与叔丁醇烷基化反应
郜蕾
民,聂小娃,刘新,郭新闻
(大连理工大学精细化工国家重点实验室,辽守大连116012)
摘要:以廉价的烷基胺为原料合成了SOH-功能化离子液体(ILい),并采用NMR、 ESI MS、TG-DTG等手段对其结
构及物性进行表征。将该离子液体作为催化剂,考察反应条件对离子液体催化邻苯二酚叔丁醇くTBA)烷基化反应
性能的影响,以及离子液体的重复使用性,比较了离子液体与常规酸催化剂催化该烷基化反应性能的差别。结果表
明,在反应温度150℃、反应时间3h、(邻苯二酚):n(TBA):n(L)为2:1:0.1的优化条件下,邻苯二酚的转
化率、4-叔丁基邻苯二-酚(4-TBC)的选择性分别可达41.5%和97.1%,与液体酸的催化效果接近。根据实验结果和
模拟计算推测了可能的反应机理。
关键词:离子液体;烷基化;邻苯二酚;叔丁醇
中图分类号:()643.32文献标识码:A
SO H-FUNCTIONALIZED IONIC IIOUIDS FOR SELECTIVE ALKYLATION
OF CATECHOL WITH TERT-BUTANOI
GAO Lei, LIU Min, NIE Xiaowa, LIU Xin, GUO Xinwen
.aboratory of Fit
Dalian 116012
Abstract: O F-functionalized ionic liquids (IL)were synthesized by using tri-alkylamine and
1, 4-butanesultone as the sources. The structures and physical properties of Iis were characterized
by NMR, ESI-MS and TG-DTG. Their catalytic performances in the alkylation of catechol with
tert-butyl alcohol (TBA) were investigated. The influences of reaction temperature, reaction time
reactant ratio, the amount and the recycle times of IL on the catalytic performance of IL. in the
tert-butylation of catechol were studied. Meanwhile, the catalytic performance of IL was compared
with that of conventional liquid acids and solid acids. The results indicated that under optimized
reaction conditions of 150C, 3 h, n(Catechol): n(TBA): n(IL) was 2: 1: 0. 1, the conversion o
catechol and the selectivity of 4 TBC were 41. 5%and 97. 1% respectively. The SO, H-functionlized
ionic liquid exhibited high catalytic activity in the alkylation of catechol with TBA, which was
similar to liquid acid. The possible mechanism for this reaction system was discussed based on the
reaction results and the simulation calculated results
Key words: ionic liquids; alkylation; catechol; tert-butanol
1-叔丁基邻苯二酚(4-TBC)广泛用作烯烃蒸馏异丁烯进行烷基化反应来制备4-叔丁基邻苯二酚。
或贮运时的高效阻聚剂。此外,它还可作为抗氧剂目前,邻苯二酚烷基化反应常用的催化剂为硫酸
和杀虫剂的稳定剂。一般采用邻苯二酚与叔丁醇或磷酸或有机磺酸等液体酸。以硫酸为催化剂,在反
收稿日期;2008-1-25
基金项目:教育部新世纪优秀人才支持计划(NCET-04-0268)和“111”引智计划项目资助
通讯联系人:郭新闻,Tel:041-39893999; E-mail; glow@dlut,edu.ce