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Naphthalene-Based Oxime Esters as Type I Photoinitiators for Free Radical Photopolymerization
In order to discuss the polymerization effect from the substituted position and methoxy group of Type I photinitiators, a series of naphthalene-based oxime esters was designed and synthesized. Compared to the 2-naphthalene-substituted compound, the UV absorption region of the 1-naphthalene-based com...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9735988/ https://www.ncbi.nlm.nih.gov/pubmed/36501655 http://dx.doi.org/10.3390/polym14235261 |
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author | Lee, Zhong-Han Yen, Shih-Chieh Hammoud, Fatima Hijazi, Akram Graff, Bernadette Lalevée, Jacques Chen, Yung-Chung |
author_facet | Lee, Zhong-Han Yen, Shih-Chieh Hammoud, Fatima Hijazi, Akram Graff, Bernadette Lalevée, Jacques Chen, Yung-Chung |
author_sort | Lee, Zhong-Han |
collection | PubMed |
description | In order to discuss the polymerization effect from the substituted position and methoxy group of Type I photinitiators, a series of naphthalene-based oxime esters was designed and synthesized. Compared to the 2-naphthalene-substituted compound, the UV absorption region of the 1-naphthalene-based compound was greatly improved. In addition, the methoxy substitution exhibited longer absorption characteristics than did the methoxy-free one. The photochemical reaction behavior of these novel compounds was also studied by photolysis, cyclic voltammetry (CV), and electron spin resonance (ESR) experiments. Finally, the initiation abilities of naphthalene-based oxime esters toward trimethylolpropane triacrylate (TMPTA) monomer were conducted through the photo-DSC instrument under UV and a 405@nm LED lamp. Remarkedly, the naphthalene-based oxime ester (NA-3) that contains 1-naphthalene with o-methoxy substituent showed the rather red-shifted absorption region with the highest final conversion efficiency under UV (46%) and 405@nm LED (41%) lamp irradiation. |
format | Online Article Text |
id | pubmed-9735988 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-97359882022-12-11 Naphthalene-Based Oxime Esters as Type I Photoinitiators for Free Radical Photopolymerization Lee, Zhong-Han Yen, Shih-Chieh Hammoud, Fatima Hijazi, Akram Graff, Bernadette Lalevée, Jacques Chen, Yung-Chung Polymers (Basel) Article In order to discuss the polymerization effect from the substituted position and methoxy group of Type I photinitiators, a series of naphthalene-based oxime esters was designed and synthesized. Compared to the 2-naphthalene-substituted compound, the UV absorption region of the 1-naphthalene-based compound was greatly improved. In addition, the methoxy substitution exhibited longer absorption characteristics than did the methoxy-free one. The photochemical reaction behavior of these novel compounds was also studied by photolysis, cyclic voltammetry (CV), and electron spin resonance (ESR) experiments. Finally, the initiation abilities of naphthalene-based oxime esters toward trimethylolpropane triacrylate (TMPTA) monomer were conducted through the photo-DSC instrument under UV and a 405@nm LED lamp. Remarkedly, the naphthalene-based oxime ester (NA-3) that contains 1-naphthalene with o-methoxy substituent showed the rather red-shifted absorption region with the highest final conversion efficiency under UV (46%) and 405@nm LED (41%) lamp irradiation. MDPI 2022-12-02 /pmc/articles/PMC9735988/ /pubmed/36501655 http://dx.doi.org/10.3390/polym14235261 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Lee, Zhong-Han Yen, Shih-Chieh Hammoud, Fatima Hijazi, Akram Graff, Bernadette Lalevée, Jacques Chen, Yung-Chung Naphthalene-Based Oxime Esters as Type I Photoinitiators for Free Radical Photopolymerization |
title | Naphthalene-Based Oxime Esters as Type I Photoinitiators for Free Radical Photopolymerization |
title_full | Naphthalene-Based Oxime Esters as Type I Photoinitiators for Free Radical Photopolymerization |
title_fullStr | Naphthalene-Based Oxime Esters as Type I Photoinitiators for Free Radical Photopolymerization |
title_full_unstemmed | Naphthalene-Based Oxime Esters as Type I Photoinitiators for Free Radical Photopolymerization |
title_short | Naphthalene-Based Oxime Esters as Type I Photoinitiators for Free Radical Photopolymerization |
title_sort | naphthalene-based oxime esters as type i photoinitiators for free radical photopolymerization |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9735988/ https://www.ncbi.nlm.nih.gov/pubmed/36501655 http://dx.doi.org/10.3390/polym14235261 |
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