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香豆素基肟酯:可光漂白的、多功能的基于单分子引发剂,用于在可见光发光二极管照射下的丙烯酸盐和硫醇基点击光聚合反应。

Coumarin-Based Oxime Esters: Photobleachable and Versatile Unimolecular Initiators for Acrylate and Thiol-Based Click Photopolymerization under Visible Light-Emitting Diode Light Irradiation.

出版信息

ACS Appl Mater Interfaces. 2018 May 9;10(18):16113-16123. doi: 10.1021/acsami.8b01767. Epub 2018 Apr 25.

DOI:10.1021/acsami.8b01767
PMID:29595055
Abstract

Developing efficient unimolecular visible light-emitting diode (LED) light photoinitiators (PIs) with photobleaching capability, which are essential for various biomedical applications and photopolymerization of thick materials, remains a great challenge. Herein, we demonstrate the synthesis of a series of novel PIs, containing coumarin moieties as chromophores and oxime ester groups as initiation functionalities and explore their structure-activity relationship. The investigated oxime esters can effectively induce acrylates and thiol-based click photopolymerization under 450 nm visible LED light irradiation. The initiator O-3 exhibited excellent photobleaching capability and enabled photopolymerization of thick materials (∼4.8 mm). The efficient unimolecular photobleachable initiators show great potential in dental materials and 3D printings.

摘要

开发具有光漂白能力的高效单分子可见光发光二极管 (LED) 光引发剂 (PI) 对于各种生物医学应用和厚材料的光聚合至关重要,但这仍然是一个巨大的挑战。在此,我们展示了一系列新型 PI 的合成,其中包含香豆素部分作为发色团和肟酯基团作为引发官能团,并探讨了它们的结构-活性关系。所研究的肟酯可以在 450nm 可见光 LED 光照射下有效引发丙烯酸酯和硫醇基点击光聚合。引发剂 O-3 表现出优异的光漂白能力,并能够实现厚材料(约 4.8mm)的光聚合。高效单分子可光漂白引发剂在牙科材料和 3D 打印中有很大的应用潜力。

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