Graphical Abstract

Synthesis and research of polyfunctional silicon-containing amines – new promoters of adhesion

K. Yu. Ivanova, M. V. Kuzmin, N. I. Kol’tsov


Currently, in order to obtain high-tech hybrid products, modern adhesives have high requirements for creating strong joints between dissimilar materials. It is known that adhesion depends on the compatibility of the adhesives with the surfaces of the materials. Amine compounds are the main hardeners for epoxy compositions. That is why, in this article, we synthesized silicon-containing amines based on polyfunctional aminoalkoxysiloxanes for epoxy compositions. Aminoalkoxysiloxanes were prepared by the interaction of 3-aminopropyltriethoxysilane with monoethanolamine in nitrogen at atmospheric pressure in the presence of a binary antioxidant and catalytic amounts of an alkali metal alcoholate. During the reaction in a homogeneous phase, the reaction mixture was heated to a temperature of 100-110 °C and distilled off to 90% of ethanol from the theoretically calculated amount. Further, the reaction was carried out at a reduced temperature of 10-20 mmHg pressure until the release of alcohol stops. At the same time, gravimetric control was carried out and the refractive index of the reaction mixture was measured. As a result, aminoalkoxysilanes were obtained in the form of light-yellow oily liquids. The structure of the obtained compounds was investigated by IR spectroscopy on an FSM-1202 Fourier spectrophotometer and 1H NMR spectroscopy on a high-resolution BrukerWM-250 NMR spectrometer. It was found that under the selected synthesis conditions, aminopropyltri-(2-aminoethoxy)silane is obtained with the highest yield of 97.6% at a molar ratio of 3-aminopropyltriethoxysilane AGM-9 with monoethanolamine 1:3.


3-aminopropyltriethoxysilane; aminoalkoxysiloxanes; adhesion promoters

Full Text:



Rogozhina LG, Kuzmin MV, Ignatiev VA, Kolyamshin OA, Koltsov NI. Investigation of the effect of alkanolamines on the properties of epoxy anhydride compositions. Journal of Applied Chemistry. 2016;89(11):1481–7. doi:10.1134/S1070427216110161

Zagidullin AI, Kolpakova MV, Garipov RM, Stoyanov OV. Structure and properties of epoxy composites hardened with new silicon-containing amines. Glue. Sealants. Technology. 2008. (1):17–9. doi:10.1134/S1995421208030052

Pradhan S, Mohanty S, Nayak S. Waterborne epoxy adhesive derived from epoxidized soybean oil and dextrin: synthesis and characterization. International Journal of Polymer Analysis and Characterization. 2017;22(4):318–29. doi:10.1080/1023666X.2017.1295516

Rajan R, Rainosalo E, Thomas SP, Ramamoorthy SK, Zavasnik J, Vuorinen J, Skrifvars M. Modification of epoxy resin by silane-coupling agent to improve tensile properties of viscose fabric composites. Polymer Bulletin. 2018;75(1):167–95. doi:10.1007/s00289-017-2022-2

Kunal M, Libin KB. Influence of naturally occurring fiber (switchgrass) reinforcement on the mechanical properties of epoxy resin. Biomedical Journal of Scientific & Technical Research. 2019;20(2):14861–3. doi:10.26717/BJSTR.2019.20.003418

Efremov AA, Zagidullin AI, Kolpakova MV. Use of organosilicon compounds as modifiers of epoxy compositions. Polymer Science, Series D. 2008;(1):244–8. doi:10.1134/S19954 21208040060

Yao H, Hang J, Sun X, Jin L, Shi L, Zhang J. Preparation and anticorrosive behavior of epoxy-polysiloxane hybrid coatings modified by polyetheramines. Journal of Adhesion Science and Technology. 2014;28(12):1103–16. doi:10.1080/016942 43.2013.87 5609


Article Metrics

Metrics Loading ...

Metrics powered by PLOS ALM

Copyright (c) 2020 K. Yu. Ivanova, M. V. Kuzmin, N. I. Kol’tsov

Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 International License.

Scopus logo WorldCat logo DOAJ logo CAS logo BASE logo eLibrary logo

Chimica Techno Acta, 2014-2023
ISSN 2411-1414 (Online)
Copyright Notice