Open AccessSynthesis of diethyl 2-{[3-(triethoxysilyl)propyl]amino}ethylphosphonate
Author(s) -
Yuliia I. Chuiko,
Yu. V. Kholin,
Максим А. Колосов
Publication year - 2020
Publication title -
vìsnik harkìvsʹkogo nacìonalʹnogo unìversitetu. serìâ hìmìâ
Language(s) - English
Resource type - Journals
eISSN - 2220-6396
pISSN - 2220-637X
DOI - 10.26565/2220-637x-2020-34-03
Subject(s) - reagent , alkylation , ethanol , chemistry , chelation , amino acid , adsorption , organic chemistry , catalysis , biochemistry
Diethyl 2-{[3-(triethoxysilyl)propyl]amino}ethylphosphonate is promising reagent for the modification of silica surface and thus for the creation of chelate adsorbents for extraction of d‑metals ions from water media.Diethyl 2-{[3-(triethoxysilyl)propyl]amino}ethylphosphonate was synthesized by alkylation of 3-aminopropyltriethoxysilane (APTES) with diethyl vinylphosphonate under quick neat heating. The possible alternative approaches to the synthesis of this compound were investigated (alkylation of APTES and N-acetylAPTES) as well as behavior of APTES towards heating in absolute ethanol and THF. APTES was shown to be not stable in absolute ethanol, that is caused by polycondensation processes. Because of this fact, previously reported protocol of diethyl 2‑{[3‑(triethoxysilyl)propyl]amino}ethylphosphonate synthesis in ethanol turned to be impossible.