氯铝酸-三乙胺离子液体/P2O5催化合成伊索克酸和2-乙基蒽醌

doi:10.11949/0438-1157.20230045

摘要/Abstract

摘要：

为了开发适用于羧酸分子进行分子内酰基化反应的新型酸性催化体系，本研究系统考察了氯铝酸-三乙胺盐离子液体和五氧化二磷（P₂O₅）构成的酸性体系在伊索克酸和2-乙基蒽醌合成中的催化效果，并进行了条件优化实验。研究发现该催化体系可以有效催化合成伊索克酸和2-乙基蒽醌，伊索克酸的收率最高达82.6%，作为多聚磷酸和发烟硫酸的替代品，该新工艺可以有效减少工业废酸废水，降低生产成本。推测了P₂O₅在该反应中的作用机理。

关键词: 氯铝酸盐离子液体, 分子内酰化, 伊索克酸, 2-乙基蒽醌, 合成

Abstract:

To develop a novel acidic catalytic system suitable for intramolecular acylation of carboxylic acid molecules, this research system examines the catalytic efficacy of an acidic system composed of chloroaluminate-triethylamine ionic liquid and phosphorus pentoxide (P₂O₅) in the synthesis of isoxepac and 2-ethylanthraquinone, and performs condition optimization experiments. This study found that this catalytic system could effectively catalyze the synthesis of isoxepac and 2-ethylanthraquinone with the highest yield of 82.6% of isoxepac, as an alternative to polyphosphoric acid and fuming sulfuric acid, and this new process could effectively reduce industrial waste acid wastewater and reduce production cost, and the mechanism of P₂O₅ in the modification reaction was speculated.

Key words: chloroaluminate ionic liquids, intramolecular acylation, isoxepac, 2-ethylanthraquinone, synthesis

中图分类号:

O 625.46⁺3

王琪, 张斌, 张晓昕, 武虎建, 战海涛, 王涛. 氯铝酸-三乙胺离子液体/P₂O₅催化合成伊索克酸和2-乙基蒽醌[J]. 化工学报, 2023, 74(S1): 245-249.

Qi WANG, Bin ZHANG, Xiaoxin ZHANG, Hujian WU, Haitao ZHAN, Tao WANG. Synthesis of isoxepac and 2-ethylanthraquinone catalyzed by chloroaluminate-triethylamine ionic liquid/P₂O₅[J]. CIESC Journal, 2023, 74(S1): 245-249.

图/表 6

参考文献 25

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编号	离子液体类型	离子液体与原料的摩尔比	产率/%
1	[Et₃NH][AlCl₄]	0.5∶1	44.6
2	[Et₃NH][Al₂Cl₇]	1.0∶1	61.5
3	[Et₃NH][Al₂Cl₇]	0.5∶1	46.2
4	[Et₃NH][Al₂Cl₇]	1.5∶1	72.9
5	[Et₃NH][Al₂Cl₇]	2.0∶1	82.6
6	[Et₃NH][Al₂Cl₇]	2.5∶1	82.4

编号	离子液体类型	离子液体与原料的摩尔比	产率/%
1	[Et₃NH][AlCl₄]	0.5∶1	44.6
2	[Et₃NH][Al₂Cl₇]	1.0∶1	61.5
3	[Et₃NH][Al₂Cl₇]	0.5∶1	46.2
4	[Et₃NH][Al₂Cl₇]	1.5∶1	72.9
5	[Et₃NH][Al₂Cl₇]	2.0∶1	82.6
6	[Et₃NH][Al₂Cl₇]	2.5∶1	82.4

编号	P₂O₅与原料的质量比	产率/%
1	0∶1	0
2	0.1∶1	33.7
3	0.3∶1	59.4
4	0.5∶1	81.6
5	0.7∶1	80.8

编号	P₂O₅与原料的质量比	产率/%
1	0∶1	0
2	0.1∶1	33.7
3	0.3∶1	59.4
4	0.5∶1	81.6
5	0.7∶1	80.8

编号	反应温度/℃	反应时间/h	产率/%
1	60	8	58.8
2	70	8	75.7
3	80	8	82.7
4	90	8	73.8
5	100	8	70.4
6	80	6	34.8
7	80	7	65.6
8	80	9	82.1
9	80	10	81.9

氯铝酸-三乙胺离子液体/P₂O₅催化合成伊索克酸和2-乙基蒽醌

Synthesis of isoxepac and 2-ethylanthraquinone catalyzed by chloroaluminate-triethylamine ionic liquid/P₂O₅

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类型	原料用量/mol	废水量/L
原工艺	1	5.3
新工艺	1	2.8

类型	原料用量/mol	废水量/L
原工艺	1	5.3
新工艺	1	2.8

编号	反应温度/℃	产率/%
1	100	19.8
2	110	38.2
3	120	56.1
4	130	41.2

编号	反应温度/℃	产率/%
1	100	19.8
2	110	38.2
3	120	56.1
4	130	41.2