Click-based thiol-ene photografting of COOH groups to SiO 2 nanoparticles: Strategies comparison

We present the study of the anchoring of carboxylic groups on SiO 2 nanoparticles from different approximations based on the photochemical radical thiol-ene addition (PRTEA) reaction: a photografting approach between mercaptosuccinic acid (MSA) and vinyl-modified SiO 2 nanoparticles and the post-gra...

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Autores principales:	Penelas, M.J., Soler-Illia, G.J.A.A., Levi, V., Bordoni, A.V., Wolosiuk, A.
Formato:	JOUR
Materias:	Carboxylic groups Click-reactions Colloids Silica Thiol-ene addition Contact angle Dynamic light scattering Fluorescence spectroscopy Fourier transform infrared spectroscopy Grafting (chemical) Scanning electron microscopy Silica nanoparticles Spectroscopic analysis Carboxylic group Click reaction Colloidal suspensions Fluorescence Correlation Spectroscopy Mercaptosuccinic acids Nucleophilic attack Synthetic strategies Thiol-ene additions Suspensions (fluids) silane silica nanoparticle succinic anhydride thiol thiomalic acid vinyl derivative Article click chemistry contact angle derivatization fluorescence correlation spectroscopy infrared spectroscopy nucleophilicity pH photochemistry photon correlation spectroscopy priority journal scanning electron microscopy surface property suspension synthesis zeta potential
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_09277757_v562_n_p61_Penelas
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_09277757_v562_n_p61_Penelas
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spelling	todo:paper_09277757_v562_n_p61_Penelas2023-10-03T15:47:09Z Click-based thiol-ene photografting of COOH groups to SiO 2 nanoparticles: Strategies comparison Penelas, M.J. Soler-Illia, G.J.A.A. Levi, V. Bordoni, A.V. Wolosiuk, A. Carboxylic groups Click-reactions Colloids Silica Thiol-ene addition Colloids Contact angle Dynamic light scattering Fluorescence spectroscopy Fourier transform infrared spectroscopy Grafting (chemical) Scanning electron microscopy Silica Silica nanoparticles Spectroscopic analysis Carboxylic group Click reaction Colloidal suspensions Fluorescence Correlation Spectroscopy Mercaptosuccinic acids Nucleophilic attack Synthetic strategies Thiol-ene additions Suspensions (fluids) silane silica nanoparticle succinic anhydride thiol thiomalic acid vinyl derivative Article click chemistry contact angle derivatization fluorescence correlation spectroscopy infrared spectroscopy nucleophilicity pH photochemistry photon correlation spectroscopy priority journal scanning electron microscopy surface property suspension synthesis zeta potential We present the study of the anchoring of carboxylic groups on SiO 2 nanoparticles from different approximations based on the photochemical radical thiol-ene addition (PRTEA) reaction: a photografting approach between mercaptosuccinic acid (MSA) and vinyl-modified SiO 2 nanoparticles and the post-grafting on the surface of silica colloids of the silane precursor 2-((2-(trimethoxysilyl)ethyl)thio)succinic acid (TMSMSA), obtained from the PRTEA. These synthetic strategies were compared with a widely common derivatization methodology based on the nucleophilic attack of surface-anchored amino groups with succinic anhydride. The successful functionalization of the colloidal silica was confirmed by infrared spectroscopy (FTIR), zeta potential at different pH and contact angle measurements. We found that although these three approaches were valid for −COOH immobilization, they had a noticeable impact on the dispersability and agglomeration of the colloidal suspension at the end of the synthesis. Scanning electron microscopy, dynamic light scattering (DLS) and fluorescence correlation spectroscopy (FCS) measurements indicated that the PRTEA photografting between MSA and vinyl-modified SiO 2 resulted in highly dispersed colloidal particles. On the other hand, the presence of surface −COOH groups was highly beneficial for redispersion of the colloidal material after lyophilization or freeze-drying procedures. © 2018 Elsevier B.V. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_09277757_v562_n_p61_Penelas
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	Carboxylic groups Click-reactions Colloids Silica Thiol-ene addition Colloids Contact angle Dynamic light scattering Fluorescence spectroscopy Fourier transform infrared spectroscopy Grafting (chemical) Scanning electron microscopy Silica Silica nanoparticles Spectroscopic analysis Carboxylic group Click reaction Colloidal suspensions Fluorescence Correlation Spectroscopy Mercaptosuccinic acids Nucleophilic attack Synthetic strategies Thiol-ene additions Suspensions (fluids) silane silica nanoparticle succinic anhydride thiol thiomalic acid vinyl derivative Article click chemistry contact angle derivatization fluorescence correlation spectroscopy infrared spectroscopy nucleophilicity pH photochemistry photon correlation spectroscopy priority journal scanning electron microscopy surface property suspension synthesis zeta potential
spellingShingle	Carboxylic groups Click-reactions Colloids Silica Thiol-ene addition Colloids Contact angle Dynamic light scattering Fluorescence spectroscopy Fourier transform infrared spectroscopy Grafting (chemical) Scanning electron microscopy Silica Silica nanoparticles Spectroscopic analysis Carboxylic group Click reaction Colloidal suspensions Fluorescence Correlation Spectroscopy Mercaptosuccinic acids Nucleophilic attack Synthetic strategies Thiol-ene additions Suspensions (fluids) silane silica nanoparticle succinic anhydride thiol thiomalic acid vinyl derivative Article click chemistry contact angle derivatization fluorescence correlation spectroscopy infrared spectroscopy nucleophilicity pH photochemistry photon correlation spectroscopy priority journal scanning electron microscopy surface property suspension synthesis zeta potential Penelas, M.J. Soler-Illia, G.J.A.A. Levi, V. Bordoni, A.V. Wolosiuk, A. Click-based thiol-ene photografting of COOH groups to SiO 2 nanoparticles: Strategies comparison
topic_facet	Carboxylic groups Click-reactions Colloids Silica Thiol-ene addition Colloids Contact angle Dynamic light scattering Fluorescence spectroscopy Fourier transform infrared spectroscopy Grafting (chemical) Scanning electron microscopy Silica Silica nanoparticles Spectroscopic analysis Carboxylic group Click reaction Colloidal suspensions Fluorescence Correlation Spectroscopy Mercaptosuccinic acids Nucleophilic attack Synthetic strategies Thiol-ene additions Suspensions (fluids) silane silica nanoparticle succinic anhydride thiol thiomalic acid vinyl derivative Article click chemistry contact angle derivatization fluorescence correlation spectroscopy infrared spectroscopy nucleophilicity pH photochemistry photon correlation spectroscopy priority journal scanning electron microscopy surface property suspension synthesis zeta potential
description	We present the study of the anchoring of carboxylic groups on SiO 2 nanoparticles from different approximations based on the photochemical radical thiol-ene addition (PRTEA) reaction: a photografting approach between mercaptosuccinic acid (MSA) and vinyl-modified SiO 2 nanoparticles and the post-grafting on the surface of silica colloids of the silane precursor 2-((2-(trimethoxysilyl)ethyl)thio)succinic acid (TMSMSA), obtained from the PRTEA. These synthetic strategies were compared with a widely common derivatization methodology based on the nucleophilic attack of surface-anchored amino groups with succinic anhydride. The successful functionalization of the colloidal silica was confirmed by infrared spectroscopy (FTIR), zeta potential at different pH and contact angle measurements. We found that although these three approaches were valid for −COOH immobilization, they had a noticeable impact on the dispersability and agglomeration of the colloidal suspension at the end of the synthesis. Scanning electron microscopy, dynamic light scattering (DLS) and fluorescence correlation spectroscopy (FCS) measurements indicated that the PRTEA photografting between MSA and vinyl-modified SiO 2 resulted in highly dispersed colloidal particles. On the other hand, the presence of surface −COOH groups was highly beneficial for redispersion of the colloidal material after lyophilization or freeze-drying procedures. © 2018 Elsevier B.V.
format	JOUR
author	Penelas, M.J. Soler-Illia, G.J.A.A. Levi, V. Bordoni, A.V. Wolosiuk, A.
author_facet	Penelas, M.J. Soler-Illia, G.J.A.A. Levi, V. Bordoni, A.V. Wolosiuk, A.
author_sort	Penelas, M.J.
title	Click-based thiol-ene photografting of COOH groups to SiO 2 nanoparticles: Strategies comparison
title_short	Click-based thiol-ene photografting of COOH groups to SiO 2 nanoparticles: Strategies comparison
title_full	Click-based thiol-ene photografting of COOH groups to SiO 2 nanoparticles: Strategies comparison
title_fullStr	Click-based thiol-ene photografting of COOH groups to SiO 2 nanoparticles: Strategies comparison
title_full_unstemmed	Click-based thiol-ene photografting of COOH groups to SiO 2 nanoparticles: Strategies comparison
title_sort	click-based thiol-ene photografting of cooh groups to sio 2 nanoparticles: strategies comparison
url	http://hdl.handle.net/20.500.12110/paper_09277757_v562_n_p61_Penelas
work_keys_str_mv	AT penelasmj clickbasedthiolenephotograftingofcoohgroupstosio2nanoparticlesstrategiescomparison AT solerilliagjaa clickbasedthiolenephotograftingofcoohgroupstosio2nanoparticlesstrategiescomparison AT leviv clickbasedthiolenephotograftingofcoohgroupstosio2nanoparticlesstrategiescomparison AT bordoniav clickbasedthiolenephotograftingofcoohgroupstosio2nanoparticlesstrategiescomparison AT wolosiuka clickbasedthiolenephotograftingofcoohgroupstosio2nanoparticlesstrategiescomparison
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Click-based thiol-ene photografting of COOH groups to SiO 2 nanoparticles: Strategies comparison

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