Brønsted酸性离子液体催化酯化2,6-萘二甲酸二甲酯的合成

秦春曦, 陈亮, 赵玲

现代化工 ›› 2020, Vol. 40 ›› Issue (6) : 179 -184.

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现代化工 ›› 2020, Vol. 40 ›› Issue (6) : 179-184. DOI: 10.16606/j.cnki.issn0253-4320.2020.06.037
科研与开发

Brønsted酸性离子液体催化酯化2,6-萘二甲酸二甲酯的合成

    秦春曦, 陈亮, 赵玲
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Synthesis of dimethyl 2,6-naphthalate via esterification catalyzed by Brønsted acidic ionic liquid

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摘要

采用两步法合成了[MPSIm][HSO4]、[EPSIm][HSO4]、[BPSIm][HSO4]、[HPSIm][HSO4]、[MPSIm][H2PO4]和[MPSIm][pTS]6种Brønsted酸性离子液体,分别考察了其在酯化合成2,6-萘二甲酸二甲酯(2,6-NDC)过程中的催化性能。结果表明,[MPSIm][HSO4]的催化活性最高;当采用[MPSIm][HSO4]催化剂时,在反应温度为137℃、反应时间为4 h、醇酸质量比为7.5:1和催化剂质量为甲醇质量2%的条件下,2,6-NDA的转化率达到99.1%,2,6-NDC的收率达到92.9%,且催化剂循环使用10次,[MPSIm][HSO4]的催化活性并没有显著下降。与传统硫酸催化剂相比,[MPSIm][HSO4]显著降低了甲醇醚化的副反应。

Abstract

Six kinds of Brønsted acidic ionic liquids (BILs),including [MPSIm] [HSO4], [EPSIm] [HSO4], [BPSIm] [HSO4], [HPSIm] [HSO4], [MPSIm] [H2PO4] and [MPSIm] [pTS],are synthesized by two-step method.Their catalytic performance is evaluated in synthesis of dimethyl 2,6-naphthalate through esterification process.It is found that [MPSIm] [HSO4] shows the highest catalytic activity among six BILs.The conversion rate of 2,6-naphthalene dicarboxylic acid and the yield of dimethyl 2,6-naphthalate can reach 99.1% and 92.9%,respectively,under the optimum reaction conditions that the temperature is at 137℃,reaction lasts for 4 h,the mass ratio of methanol to 2,6-naphthalene dicarboxylic acid is 7.5:1 and the dosage of [MPSIm] [HSO4] catalyst is 2 wt% of the mass of methanol.The catalytic activity of [MPSIm] [HSO4] has no significant drop after being reused for ten times.Moreover,comparing with traditional catalyst H2SO4, [MPSIm] [HSO4] can obviously inhibit the side reaction of methanol etherification.

关键词

离子液体 / 2,6-萘二甲酸二甲酯 / 酯化

Key words

ionic liquid / dimethyl 2,6-naphthalate / esterification

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Brønsted酸性离子液体催化酯化2,6-萘二甲酸二甲酯的合成[J]. 现代化工, 2020, 40(6): 179-184 DOI:10.16606/j.cnki.issn0253-4320.2020.06.037

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