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

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2025-03-25 DOI:10.1007/s11172-025-4512-y

M. A. Barabanov, V. A. Osipova, A. V. Mekhaev, O. V. Koryakova, D. I. Vichuzhanin, S. V. Smirnov, A. V. Pestov

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Abstract

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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来源期刊

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.