SCI和EI收录∣中国化工学会会刊

Chinese Journal of Chemical Engineering ›› 2021, Vol. 39 ›› Issue (11): 306-313.DOI: 10.1016/j.cjche.2021.01.014

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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. 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:2021-12-27 Published:2021-11-28
  • 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.

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. 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
  • 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.

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

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