Facile Obtainment of Fluorescent PEG Hydrogels Bearing Pyrene Groups by Frontal Polymerization

Frontal polymerization (FP) was used to prepare poly(ethylene glycol) methyl ether acrylate (PEGMA) fluorescent polymer hydrogels containing pyrenebutyl pendant groups as fluorescent probes. The polymerization procedure was carried out under solvent-free conditions, with different molar quantities o...

Full description

Bibliographic Details
Main Authors: Ricardo D. Martínez-Serrano, Fabián Cuétara-Guadarrama, Mireille Vonlanthen, Javier Illescas, Xiao-Xia Zhu, Ernesto Rivera
Format: Article
Language:English
Published: MDPI AG 2023-03-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/15/7/1687
_version_ 1797607227101544448
author Ricardo D. Martínez-Serrano
Fabián Cuétara-Guadarrama
Mireille Vonlanthen
Javier Illescas
Xiao-Xia Zhu
Ernesto Rivera
author_facet Ricardo D. Martínez-Serrano
Fabián Cuétara-Guadarrama
Mireille Vonlanthen
Javier Illescas
Xiao-Xia Zhu
Ernesto Rivera
author_sort Ricardo D. Martínez-Serrano
collection DOAJ
description Frontal polymerization (FP) was used to prepare poly(ethylene glycol) methyl ether acrylate (PEGMA) fluorescent polymer hydrogels containing pyrenebutyl pendant groups as fluorescent probes. The polymerization procedure was carried out under solvent-free conditions, with different molar quantities of pyrenebutyl methyl ether methacrylate (PybuMA) and PEGMA, in the presence of tricaprylmethylammonium (Aliquat 336<sup>®</sup>) persulfate as a radical initiator. The obtained PEGPy hydrogels were characterized by FT-IR spectroscopy, confirming the effective incorporation of the PybuMA monomer into the polymer backbone. The thermal properties of the hydrogels were determined using thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). After immersing the hydrogels in deionized water at 25 °C and pH = 7, their swelling behavior was investigated by mass gain at different pH and temperature values. The introduction of PybuMA comonomer into the hydrogel resulted in a decreased swelling ability due to the hydrophobicity of PybuMA. The optical properties of PEGPy were determined by UV-visible absorption and fluorescence spectroscopies. Both monomer and excimer emission bands were observed at 379–397 and 486 nm, respectively, and the fluorescence spectra of the PEGPy hydrogel series were recorded in different solvents to explore the coexistence of monomer and excimer emissions.
first_indexed 2024-03-11T05:27:14Z
format Article
id doaj.art-dc3bd213aa044d7aa293c3dc21ba9e46
institution Directory Open Access Journal
issn 2073-4360
language English
last_indexed 2024-03-11T05:27:14Z
publishDate 2023-03-01
publisher MDPI AG
record_format Article
series Polymers
spelling doaj.art-dc3bd213aa044d7aa293c3dc21ba9e462023-11-17T17:26:05ZengMDPI AGPolymers2073-43602023-03-01157168710.3390/polym15071687Facile Obtainment of Fluorescent PEG Hydrogels Bearing Pyrene Groups by Frontal PolymerizationRicardo D. Martínez-Serrano0Fabián Cuétara-Guadarrama1Mireille Vonlanthen2Javier Illescas3Xiao-Xia Zhu4Ernesto Rivera5Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City CP 04510, MexicoInstituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City CP 04510, MexicoInstituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City CP 04510, MexicoTecnológico Nacional de México/Instituto Tecnológico de Toluca, Avenida Tecnológico S/N Col. Agrícola Bellavista, Metepec CP 52149, MexicoDépartement de Chimie, Université de Montréal, Succursale Centre-Ville, Montréal, QC H3C 3J7, CanadaInstituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City CP 04510, MexicoFrontal polymerization (FP) was used to prepare poly(ethylene glycol) methyl ether acrylate (PEGMA) fluorescent polymer hydrogels containing pyrenebutyl pendant groups as fluorescent probes. The polymerization procedure was carried out under solvent-free conditions, with different molar quantities of pyrenebutyl methyl ether methacrylate (PybuMA) and PEGMA, in the presence of tricaprylmethylammonium (Aliquat 336<sup>®</sup>) persulfate as a radical initiator. The obtained PEGPy hydrogels were characterized by FT-IR spectroscopy, confirming the effective incorporation of the PybuMA monomer into the polymer backbone. The thermal properties of the hydrogels were determined using thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). After immersing the hydrogels in deionized water at 25 °C and pH = 7, their swelling behavior was investigated by mass gain at different pH and temperature values. The introduction of PybuMA comonomer into the hydrogel resulted in a decreased swelling ability due to the hydrophobicity of PybuMA. The optical properties of PEGPy were determined by UV-visible absorption and fluorescence spectroscopies. Both monomer and excimer emission bands were observed at 379–397 and 486 nm, respectively, and the fluorescence spectra of the PEGPy hydrogel series were recorded in different solvents to explore the coexistence of monomer and excimer emissions.https://www.mdpi.com/2073-4360/15/7/1687pyrenefrontal polymerizationhydrogelfluorescence
spellingShingle Ricardo D. Martínez-Serrano
Fabián Cuétara-Guadarrama
Mireille Vonlanthen
Javier Illescas
Xiao-Xia Zhu
Ernesto Rivera
Facile Obtainment of Fluorescent PEG Hydrogels Bearing Pyrene Groups by Frontal Polymerization
Polymers
pyrene
frontal polymerization
hydrogel
fluorescence
title Facile Obtainment of Fluorescent PEG Hydrogels Bearing Pyrene Groups by Frontal Polymerization
title_full Facile Obtainment of Fluorescent PEG Hydrogels Bearing Pyrene Groups by Frontal Polymerization
title_fullStr Facile Obtainment of Fluorescent PEG Hydrogels Bearing Pyrene Groups by Frontal Polymerization
title_full_unstemmed Facile Obtainment of Fluorescent PEG Hydrogels Bearing Pyrene Groups by Frontal Polymerization
title_short Facile Obtainment of Fluorescent PEG Hydrogels Bearing Pyrene Groups by Frontal Polymerization
title_sort facile obtainment of fluorescent peg hydrogels bearing pyrene groups by frontal polymerization
topic pyrene
frontal polymerization
hydrogel
fluorescence
url https://www.mdpi.com/2073-4360/15/7/1687
work_keys_str_mv AT ricardodmartinezserrano facileobtainmentoffluorescentpeghydrogelsbearingpyrenegroupsbyfrontalpolymerization
AT fabiancuetaraguadarrama facileobtainmentoffluorescentpeghydrogelsbearingpyrenegroupsbyfrontalpolymerization
AT mireillevonlanthen facileobtainmentoffluorescentpeghydrogelsbearingpyrenegroupsbyfrontalpolymerization
AT javierillescas facileobtainmentoffluorescentpeghydrogelsbearingpyrenegroupsbyfrontalpolymerization
AT xiaoxiazhu facileobtainmentoffluorescentpeghydrogelsbearingpyrenegroupsbyfrontalpolymerization
AT ernestorivera facileobtainmentoffluorescentpeghydrogelsbearingpyrenegroupsbyfrontalpolymerization