Synthesis of N,N-dimethylaminoalkyl esters of butanoic and pentanoic acids and study of their activity in the polymerization reaction of diglycidyl ethers

被引：0
作者：
Barabanov, M. A. [1 ]
Osipova, V. A. [1 ]
Mekhaev, A. V. [1 ]
Koryakova, O. V. [1 ]
Vichuzhanin, D. I. [2 ]
Smirnov, S. V. [2 ]
Pestov, A. V. [1 ]
机构：
[1] Russian Acad Sci, I Ya Postovsky Inst Organ Synth, Ural Branch, 22 Ul S Kovalevskoy, Ekaterinburg 620108, Russia
[2] Russian Acad Sci, Inst Mech Engn, Ural Branch, 34 Ul Komsomolskaya, Ekaterinburg 620049, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2025年 / 74卷 / 01期
关键词：
acylation; amino esters; alkanoic acid; epoxy resin; hardeners;
D O I：
10.1007/s11172-025-4512-y
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A number of dimethylaminoalkyl esters of butanoic and pentanoic acids were obtained by the acylation reaction of N,N-dimethylaminoalkanols. 3-(Dimethylamino)propyl butanoate, 3-(dimethylamino)ethyl- and 2-(dimethylamino)propyl pentanoates are described for the first time. The structures of all synthesized compounds are confirmed by NMR spectroscopy and elemental analysis. 2-(Dimethylamino)ethyl pentanoate and 3-(dimethylamino)propyl pentanoate are obtained in 66% yield. It was found using the data of DTA, FTIR spectroscopy, as well as taking into account the value of the gel-fraction content in the cured compositions, that with a decrease in the length of the hydrocarbon fragment linked to nitrogen and oxygen atoms, and with an increase in the total nitrogen content in the amino ester molecule, the activity in the epoxy resin curing reaction increases. An assessment of the bonding strength of St3 steel and aluminum alloy D16 with ED-20 epoxy resin cured with amino esters demonstrated that all synthesized compounds provide more effective bonding than the standard polyethylene polyamine hardener.
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页码：166 / 170
页数：5
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