Abstract
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.
Highlights
Various types of aminosiloxanes are used to improve the adhesion characteristics of coatings, since silicon-containing compounds can significantly improve the adhesion of polymer resins to substrates such as glass, silica, aluminum oxide and active metals [1, 2]
To do this, (ν1, mol) 3‐aminopropyltriethoxysilane, (ν2, mol) pre-distilled monoethanolamine are loaded into a reactor equipped with a stirrer, the reaction is carried out in the presence of an antioxidant and an alkali metal alcoholate, the mixture is kept at room temperature for 10 minutes, evacuated at temperature up to 100 °C for 10–20 minutes, until the alcohol is completely removed
We have studied for the first time the process of obtaining silicon-containing amines by addition of alkanolamines to ethoxy-substituted derivatives, for example, to aminopropyltriethoxysilane
Summary
Various types of aminosiloxanes are used to improve the adhesion characteristics of coatings, since silicon-containing compounds can significantly improve the adhesion of polymer resins to substrates such as glass, silica, aluminum oxide and active metals [1, 2]. It is known that organosilicon compounds are biodegradable; they can increase the intensity of biological processes of oxidation of organic pollution of wastewater and thereby reduce the anthropogenic load on the environment [5,6,7]. We synthesized organosilicon compounds — aminosiloxanes — as adhesion promoters, which can significantly increase the adhesive strength and water resistance of the adhesive bonds of epoxyamine coatings on various metal surfaces.
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