Novel Non‐Cytotoxic Acylphosphinates and Acylphosphine Oxides Photoinitiators
Abstract
ABSTRACT This study focused on the design and synthesis of a series of novel acylphosphine oxide (APO) and acylphosphinate photoinitiators based either on diphenylphosphine oxide (DPO) or 9,10‐dihydro‐9‐oxa‐10‐phosphaphenanthrene 10‐oxide (DOPO), systematically investigating the structure–property relationships in terms of photochemical performance, polymerization efficiency and cytotoxicity. Polymerization experiments demonstrated that DPO‐based photoinitiators exhibit excellent photopolymerization efficiency, while the structurally optimized DOPO‐based Type I photoinitiators also exhibit good reactivity. Biocompatibility experiments indicate that acylphosphinates (e.g., the (6‐oxidodibenzo[c,e][1,2]oxaphosphinin‐6‐yl)(2,4,6‐trimethoxyphenyl)methanone (TMO‐DOPO) derivative) exhibit no significant toxicity toward C3H10 T1/2 mouse mesenchymal stem cells, significantly outperforming the traditional 2,4,6‐trimethylbenzoyldiphenylphosphine oxide (TPO) photoinitiator. These results highlight the DOPO role as a functional core in Type I initiation systems, providing an effective strategy for developing novel, efficient, and low‐toxicity photoinitiators.
Article Details
Authors (14)
Jiansong Yin
Yijun Zhang
Bernadette Graff
Université De Haute‐Alsace CNRS, IS2M UMR 7361 Mulhouse France
Céline Dietlin
Université De Haute‐Alsace CNRS, IS2M UMR 7361 Mulhouse France
Michael Schmitt
Fabrice Morlet‐Savary
Université De Haute‐Alsace CNRS, IS2M UMR 7361 Mulhouse France
Tatiana Petithory
Université De Haute‐Alsace CNRS, IS2M UMR 7361 Mulhouse France
Laurent Pieuchot
Jing Zhang
Xiaotong Peng
Yangyang Xu
Tianjin Key Laboratory of Function and Application of Biological Macromolecular Structures, School of Life Sciences, Tianjin University
Jean‐Michel Becht
Université De Haute‐Alsace CNRS, IS2M UMR 7361 Mulhouse France
Pu Xiao
Jacques Lalevée
Université De Haute‐Alsace CNRS, IS2M UMR 7361 Mulhouse France