Alkylation of naphthalene with n-butene catalyzed by liquid coordination complexes and its lubricating properties

doi:10.1016/j.cjche.2021.01.014

中国化学工程学报 ›› 2021, Vol. 39 ›› Issue (11): 306-313.DOI: 10.1016/j.cjche.2021.01.014

• Material and Product Engineering • 上一篇下一篇

Alkylation of naphthalene with n-butene catalyzed by liquid coordination complexes and its lubricating properties

Chen Chen¹, Qiong Tang¹, Hong Xu¹, Lei Liu¹, Mingxing Tang², Xuekuan Li², Jinxiang Dong¹

1 College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024, China;
2 Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, China

收稿日期:2020-09-17 修回日期:2021-01-07 出版日期:2021-11-28 发布日期:2021-12-27
通讯作者: Lei Liu
基金资助:
This work was financially supported by the National Natural Science Foundation of China (U1910202, 21978194 and 21603256), the Natural Science Foundation of Shanxi Province (201801D121055), and Program for the Shanxi Young Sanjin Scholar.

Alkylation of naphthalene with n-butene catalyzed by liquid coordination complexes and its lubricating properties

Chen Chen¹, Qiong Tang¹, Hong Xu¹, Lei Liu¹, Mingxing Tang², Xuekuan Li², Jinxiang Dong¹

1 College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024, China;
2 Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, China

Received:2020-09-17 Revised:2021-01-07 Online:2021-11-28 Published:2021-12-27
Contact: Lei Liu
Supported by:
This work was financially supported by the National Natural Science Foundation of China (U1910202, 21978194 and 21603256), the Natural Science Foundation of Shanxi Province (201801D121055), and Program for the Shanxi Young Sanjin Scholar.

摘要/Abstract

摘要： With the development of coal chemical industry, large amounts of naphthalene and n-butene are produced, and converting them into high value-added products through alkylation has gained particular importance and interest. In this work, liquid coordination complexes (LCCs) were used as acid catalysts for the first time in the naphthalene alkylation reaction under mild conditions to obtain multi-butylnaphthalenes with high yield. Various reaction conditions were thoroughly investigated. The LCC consisting of urea and AlCl₃ showed excellent catalytic performance under optimal reaction conditions, giving 100% conversion of naphthalene and 99.66% selectivity towards multi-butylnaphthalenes. Combining the catalyst properties and catalytic results, a plausible reaction mechanism was proposed. The lubricating properties of the synthesized products were investigated for their potential application as lubricating base oils. The synthesized multi-butylnaphthalenes showed comparable physicochemical properties and tribological performances as the commercial cycloalkyl base oil.

关键词: Naphthalene, n-Butene, Alkylation reaction, Liquid coordination complexes, Synthesis, Lubricating base oils

Abstract: With the development of coal chemical industry, large amounts of naphthalene and n-butene are produced, and converting them into high value-added products through alkylation has gained particular importance and interest. In this work, liquid coordination complexes (LCCs) were used as acid catalysts for the first time in the naphthalene alkylation reaction under mild conditions to obtain multi-butylnaphthalenes with high yield. Various reaction conditions were thoroughly investigated. The LCC consisting of urea and AlCl₃ showed excellent catalytic performance under optimal reaction conditions, giving 100% conversion of naphthalene and 99.66% selectivity towards multi-butylnaphthalenes. Combining the catalyst properties and catalytic results, a plausible reaction mechanism was proposed. The lubricating properties of the synthesized products were investigated for their potential application as lubricating base oils. The synthesized multi-butylnaphthalenes showed comparable physicochemical properties and tribological performances as the commercial cycloalkyl base oil.

Key words: Naphthalene, n-Butene, Alkylation reaction, Liquid coordination complexes, Synthesis, Lubricating base oils

Chen Chen, Qiong Tang, Hong Xu, Lei Liu, Mingxing Tang, Xuekuan Li, Jinxiang Dong. Alkylation of naphthalene with n-butene catalyzed by liquid coordination complexes and its lubricating properties[J]. 中国化学工程学报, 2021, 39(11): 306-313.

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Alkylation of naphthalene with n-butene catalyzed by liquid coordination complexes and its lubricating properties

Alkylation of naphthalene with n-butene catalyzed by liquid coordination complexes and its lubricating properties

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