Self-Anchoring Coumarin Oxime Ester Photoinitiators with Low Migration for UV-LED Curable Coatings

Reducing photoinitiator migration from photocured coatings remains a critical challenge, particularly for applications in food packaging and healthcare products. Here, we report a series of novel UV-LED sensitive oxime ester photoinitiators that possess self-anchoring ability through incorporating polymerizable double bonds into the coumarin chromophore. All photoinitiators exhibit strong absorption around 340 nm and efficient photolysis under 365 nm LED irradiation, showing good initiating efficiency in acrylates and thiol-ene formulations. Migration studies show that the incorporation of polymerizable groups at the oxime ester terminus reduces the migration rate of the residual photoinitiator from 81% to 16.3%, while introducing an allyl group into the coumarin structure further decreases it to 5% and potentially suppresses the migration of low-molecular-weight photolysis products. The dual-functionalized derivative achieves the lowest migration rate of 3%. This molecular design strategy provides an effective approach toward safe UV-LED curable coatings with minimal photoinitiator migration.

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Publication Details

Journal
Coatings
Published
2024-12-24
DOI
https://doi.org/10.3390/coatings15010006
Citations
2
Primary Topic
Photopolymerization techniques and applications
Type
article
Field-Weighted Citation Impact
0.50

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article

Self-Anchoring Coumarin Oxime Ester Photoinitiators with Low Migration for UV-LED Curable Coatings

Zhiquan Li, Zhi Hong Chen, Shiyun Xiong, Gaole Dai et al.
2 citations
Coatings
Photopolymerization techniques and applications
0.50
article

Self-Anchoring Coumarin Oxime Ester Photoinitiators with Low Migration for UV-LED Curable Coatings

Zhiquan Li, Zhi Hong Chen, Shiyun Xiong, Gaole Dai, Pin Yang, Huaqiao Lu
article en
2 citations

Abstract

Reducing photoinitiator migration from photocured coatings remains a critical challenge, particularly for applications in food packaging and healthcare products. Here, we report a series of novel UV-LED sensitive oxime ester photoinitiators that possess self-anchoring ability through incorporating polymerizable double bonds into the coumarin chromophore. All photoinitiators exhibit strong absorption around 340 nm and efficient photolysis under 365 nm LED irradiation, showing good initiating efficiency in acrylates and thiol-ene formulations. Migration studies show that the incorporation of polymerizable groups at the oxime ester terminus reduces the migration rate of the residual photoinitiator from 81% to 16.3%, while introducing an allyl group into the coumarin structure further decreases it to 5% and potentially suppresses the migration of low-molecular-weight photolysis products. The dual-functionalized derivative achieves the lowest migration rate of 3%. This molecular design strategy provides an effective approach toward safe UV-LED curable coatings with minimal photoinitiator migration.

CoatingsVol. 15(1)
Jiangnan University (CN), Guangdong University of Technology (CN), Hangzhou Normal University (CN)
Natural Science Foundation of Guangdong Province
Zero hunger
Openalex Percentile: Top 37%
Photopolymerization techniques and applications
0.50
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