Click Reaction Functionalization of Hydroxylated Nanoparticles by Cyclic Azasilanes for Colloidal Stability in Oilfield Applications
Open Access
- 1 January 2021
- journal article
- research article
- Published by Scientific Research Publishing, Inc. in Advances in Nanoparticles
- Vol. 10 (01), 36-49
- https://doi.org/10.4236/anp.2021.101003
Abstract
The growing interest in functionalized nanoparticles and their implementation in oilfield applications (e.g., drilling fluids and enhanced oil recovery (EOR)) facilitate the ongoing efforts to improve their chemical functionalization performance in stabilization of water based or hydrocarbon based nanofluids. Cyclic azasilanes (CAS), substituted 1-aza-2-silacyclopentanes, possess a strained 5-member ring structure. Adjacent Si and N atoms in the ring provide opportunity for highly efficient covalent surface functionalization of hydroxylated nanoparticles through a catalyst-free and byproduct-free click reaction. In this work, hydroxylated silica, alumina, diamond, and carbon coated iron core-shell nanoparticles have been studied for monolayer CAS functionalization. Two cyclic azasilanes with different R groups at N atom, such as methyl (CAS-1) and aminoethyl (CAS-2), have been utilized to functionalize nanoparticles. All reactions were found to readily proceed under mild conditions (room temperature, ambient pressure) during 1 - 2 hours of sonication. CAS functionalized adducts of hydroxylated nanoparticles have been isolated and their microstructure, composition, solubility and thermal stability have been characterized. As a result, it has been demonstrated, for the first time, that covalent surface modification with cyclic azasilanes can be extended beyond the previously known porous silicon structures to hydroxylated silica, alumina and carbon nanoparticles. The developed methodology was also shown to provide access to the nanoparticles with the hydrophilic or hydrophobic surface functional groups needed to enable oilfield applications (e.g., EOR, tracers, drilling fluids) that require stable water based or hydrocarbon based colloidal systems.Keywords
This publication has 24 references indexed in Scilit:
- Facile Surface Modification of Hydroxylated Silicon Nanostructures Using Heterocyclic SilanesJournal of the American Chemical Society, 2016
- Improved Bitumen Recovery from Mined Oil Sand Ore Using Colloidal NanosilicaPublished by Society of Petroleum Engineers (SPE) ,2016
- Covalent Surface Modification of Oxide SurfacesAngewandte Chemie, 2014
- Measuring the Grafting Density of Nanoparticles in Solution by Analytical Ultracentrifugation and Total Organic Carbon AnalysisAnalytical Chemistry, 2012
- Cyclic azasilanesPublished by Taylor & Francis Ltd ,2004
- Oxidations of iron(II)/(III) by hydrogen peroxide: from aquo to enzymeCoordination Chemistry Reviews, 2002
- Interpretation of Infrared Spectra, A Practical ApproachPublished by Wiley ,2000
- Factors contributing to the stability of alkoxysilanes in aqueous solutionJournal of Adhesion Science and Technology, 1992
- Color test for detection of free terminal amino groups in the solid-phase synthesis of peptidesAnalytical Biochemistry, 1970
- Detection of Fingerprints by the Ninhydrin ReactionNature, 1954