有机化学 ›› 2013, Vol. 33 ›› Issue (08): 1839-1846.DOI: 10.6023/cjoc201212045 上一篇    下一篇

研究简报

氧化石墨催化的酯化与酯交换反应

齐俊梅, 许跃龙, 马宁, 孙菲菲   

  1. 天津大学理学院化学系 天津 300072
  • 收稿日期:2012-12-25 修回日期:2013-02-28 发布日期:2013-04-03
  • 通讯作者: 马宁, 孙菲菲 E-mail:mntju@tju.edu.cn;sff@tju.edu.cn
  • 基金资助:

    国家自然科学基金(No. 20802049)资助项目.

Graphite Oxide-Catalyzed Esterification and Transesterification

Qi Junmei, Xu Yuelong, Ma Ning, Sun Feifei   

  1. Department of Chemistry, School of Science, Tianjin University, Tianjin 300072
  • Received:2012-12-25 Revised:2013-02-28 Published:2013-04-03
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 20802049).

将氧化石墨用于催化羧酸与醇、酚的酯化反应以及醇与酯的酯交换反应, 筛选了不同方法制得的3种氧化石墨, 发现改进Hummers法制备的氧化石墨对于羧酸与伯醇、仲醇的酯化以及醇与酯的酯交换反应有很高的催化活性, 反应条件温和, 产物分离提纯简便, 收率高; 其对羧酸与叔醇、酚的酯化反应催化活性较低. 氧化石墨作为一种固体弱酸性催化剂, 制备简单, 价格低廉, 环境友好, 能与多种官能团兼容. 单独使用氧化石墨作催化剂, 能高效催化高级脂肪酸的酯化及高级脂肪酸甘油酯的酯交换反应, 这在生物柴油的制备领域具有潜在的应用价值.

关键词: 氧化石墨, 催化剂, 酯化, 酯交换, 生物柴油

Graphite oxide (GO) was involved in the esterification of carboxylic acids with alcohols or phenols and the transesterification of esters with alcohols. Three types of GO prepared by different methods were screened and GO by modified Hummers method was found superior to the others. The esterification of primary and secondary alcohols afforded the corresponding esters in moderate to excellent yields under mild conditions. GO-catalyzed esterification of tertiary alcohols and phenols took place hardly. Moreover, GO showed highly catalytic activity for the transesterification. As a weakly acidic solid catalyst, GO is easily available, cheap, environmentally benign, and well tolerant to various functional groups. Only catalyzed by GO, the esterification of long-chain carboxylic acids and the transesterification of the glycerol ester of long-chain carboxylic acids underwent steadily. As such, GO-catalyzed esterification and transesterification could be used in the biodiesel preparation potentially.

Key words: graphite oxide, catalyst, esterification, transesterification, biodiesel