Cargando…

Structural effect of oxazolone derivatives on the initiating abilities of dye-borate photoredox systems in radical polymerization under visible light

Three photoinitiating systems based on new oxazolone derivatives have been developed and their performance in initiation of radical polymerization of acrylate monomers has been tested by differential scanning calorimetry. The absorption characteristics of the oxazol-5(4H)-ones is compatible with the...

Descripción completa

Detalles Bibliográficos
Autores principales: Ścigalski, F., Jędrzejewska, B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9054382/
https://www.ncbi.nlm.nih.gov/pubmed/35518722
http://dx.doi.org/10.1039/d0ra02230f
_version_ 1784697173987819520
author Ścigalski, F.
Jędrzejewska, B.
author_facet Ścigalski, F.
Jędrzejewska, B.
author_sort Ścigalski, F.
collection PubMed
description Three photoinitiating systems based on new oxazolone derivatives have been developed and their performance in initiation of radical polymerization of acrylate monomers has been tested by differential scanning calorimetry. The absorption characteristics of the oxazol-5(4H)-ones is compatible with the emission characteristics of different light sources like diode pulse solid state lasers. Thus, the dyes were used as sensitizers which are photoreduced during a photochemical reaction in the presence of phenyltriethylborate salt. Results showed that the increase in the dimensionality of the molecule extends the range of light absorption and increases the efficiency of the photoinitiation process. The photoreduction of the oxazolone–borate complex was studied using steady-state and nanosecond laser flash photolysis. The dye singlet and triplet were found to be quenched by the electron donor via an electron transfer process. Rate constants for the quenching of the excited states were high and were found to depend on the dye structure.
format Online
Article
Text
id pubmed-9054382
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90543822022-05-04 Structural effect of oxazolone derivatives on the initiating abilities of dye-borate photoredox systems in radical polymerization under visible light Ścigalski, F. Jędrzejewska, B. RSC Adv Chemistry Three photoinitiating systems based on new oxazolone derivatives have been developed and their performance in initiation of radical polymerization of acrylate monomers has been tested by differential scanning calorimetry. The absorption characteristics of the oxazol-5(4H)-ones is compatible with the emission characteristics of different light sources like diode pulse solid state lasers. Thus, the dyes were used as sensitizers which are photoreduced during a photochemical reaction in the presence of phenyltriethylborate salt. Results showed that the increase in the dimensionality of the molecule extends the range of light absorption and increases the efficiency of the photoinitiation process. The photoreduction of the oxazolone–borate complex was studied using steady-state and nanosecond laser flash photolysis. The dye singlet and triplet were found to be quenched by the electron donor via an electron transfer process. Rate constants for the quenching of the excited states were high and were found to depend on the dye structure. The Royal Society of Chemistry 2020-06-05 /pmc/articles/PMC9054382/ /pubmed/35518722 http://dx.doi.org/10.1039/d0ra02230f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Ścigalski, F.
Jędrzejewska, B.
Structural effect of oxazolone derivatives on the initiating abilities of dye-borate photoredox systems in radical polymerization under visible light
title Structural effect of oxazolone derivatives on the initiating abilities of dye-borate photoredox systems in radical polymerization under visible light
title_full Structural effect of oxazolone derivatives on the initiating abilities of dye-borate photoredox systems in radical polymerization under visible light
title_fullStr Structural effect of oxazolone derivatives on the initiating abilities of dye-borate photoredox systems in radical polymerization under visible light
title_full_unstemmed Structural effect of oxazolone derivatives on the initiating abilities of dye-borate photoredox systems in radical polymerization under visible light
title_short Structural effect of oxazolone derivatives on the initiating abilities of dye-borate photoredox systems in radical polymerization under visible light
title_sort structural effect of oxazolone derivatives on the initiating abilities of dye-borate photoredox systems in radical polymerization under visible light
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9054382/
https://www.ncbi.nlm.nih.gov/pubmed/35518722
http://dx.doi.org/10.1039/d0ra02230f
work_keys_str_mv AT scigalskif structuraleffectofoxazolonederivativesontheinitiatingabilitiesofdyeboratephotoredoxsystemsinradicalpolymerizationundervisiblelight
AT jedrzejewskab structuraleffectofoxazolonederivativesontheinitiatingabilitiesofdyeboratephotoredoxsystemsinradicalpolymerizationundervisiblelight