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

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...

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Autores principales: K. Yu. Ivanova, M. V. Kuzmin, N. I. Kol’tsov
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RU
Publicado: Uralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina 2020
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spelling oai:doaj.org-article:04b9c5ef2779400f9a7fd343a257b61a2021-12-01T05:53:11ZSynthesis and research of polyfunctional silicon-containing amines – new promoters of adhesion2411-141410.15826/chimtech.2020.7.4.11https://doaj.org/article/04b9c5ef2779400f9a7fd343a257b61a2020-12-01T00:00:00Zhttps://journals.urfu.ru/index.php/chimtech/article/view/4809https://doaj.org/toc/2411-1414Currently, 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.K. Yu. IvanovaM. V. KuzminN. I. Kol’tsovUralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina article3-aminopropyltriethoxysilaneaminoalkoxysiloxanesadhesion promotersChemistryQD1-999ENRUChimica Techno Acta, Vol 7, Iss 4, Pp 199-203 (2020)
institution DOAJ
collection DOAJ
language EN
RU
topic 3-aminopropyltriethoxysilane
aminoalkoxysiloxanes
adhesion promoters
Chemistry
QD1-999
spellingShingle 3-aminopropyltriethoxysilane
aminoalkoxysiloxanes
adhesion promoters
Chemistry
QD1-999
K. Yu. Ivanova
M. V. Kuzmin
N. I. Kol’tsov
Synthesis and research of polyfunctional silicon-containing amines – new promoters of adhesion
description 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.
format article
author K. Yu. Ivanova
M. V. Kuzmin
N. I. Kol’tsov
author_facet K. Yu. Ivanova
M. V. Kuzmin
N. I. Kol’tsov
author_sort K. Yu. Ivanova
title Synthesis and research of polyfunctional silicon-containing amines – new promoters of adhesion
title_short Synthesis and research of polyfunctional silicon-containing amines – new promoters of adhesion
title_full Synthesis and research of polyfunctional silicon-containing amines – new promoters of adhesion
title_fullStr Synthesis and research of polyfunctional silicon-containing amines – new promoters of adhesion
title_full_unstemmed Synthesis and research of polyfunctional silicon-containing amines – new promoters of adhesion
title_sort synthesis and research of polyfunctional silicon-containing amines – new promoters of adhesion
publisher Uralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina
publishDate 2020
url https://doaj.org/article/04b9c5ef2779400f9a7fd343a257b61a
work_keys_str_mv AT kyuivanova synthesisandresearchofpolyfunctionalsiliconcontainingaminesnewpromotersofadhesion
AT mvkuzmin synthesisandresearchofpolyfunctionalsiliconcontainingaminesnewpromotersofadhesion
AT nikoltsov synthesisandresearchofpolyfunctionalsiliconcontainingaminesnewpromotersofadhesion
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