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香豆素作为近紫外光和可见光下环氧硅烷阳离子聚合的强光敏剂及其在 3D 打印技术中的应用。

Coumarins as Powerful Photosensitizers for the Cationic Polymerization of Epoxy-Silicones under Near-UV and Visible Light and Applications for 3D Printing Technology.

机构信息

Université de Haute-Alsace, CNRS, IS2M UMR 7361, F-68100 Mulhouse, France.

Université de Strasbourg, 67000 Strasbourg, France.

出版信息

Molecules. 2020 Apr 28;25(9):2063. doi: 10.3390/molecules25092063.

DOI:10.3390/molecules25092063
PMID:32354136
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7248746/
Abstract

In this study, eight coumarins (coumarins -) are proposed as near-UV and blue light sensitive photoinitiators/photosensitizers for the cationic polymerization (CP) of epoxysilicones when combined with 4-isopropyl-4'-methyldiphenyliodonium tetrakis(pentafluorophenyl)borate (IOD). Among these coumarins, four of them (coumarins , , and ) have never been reported in the literature, i.e., these structures have been specifically designed to act as photoinitiators for silicones upon near UV and visible irradiation. Good final reactive epoxy function conversions (FCs) and also high rates of polymerization (Rp) were achieved in the presence of the newly proposed coumarin-based systems. The polymers generated from the photopolymerization of epoxysilicones can be considered as attractive candidates for several applications such as: elastomers, coatings, adhesives, and so on. The goal of this study focuses also on the comparison of the new proposed coumarins with well-established photosensitizers i.e., 1-chloro-4-propoxythioxanthone (CPTX), 9,10-dibutoxyanthracene (DBA) or some commercial coumarins (Com. Coum). As example of their high performance, the new proposed coumarins were also used for laser write experiments upon irradiation with a laser diode at 405 nm in order to develop new cationic 3D printing systems.

摘要

在这项研究中,提出了 8 种香豆素(香豆素 - )作为近紫外和蓝光敏感的光引发剂/光敏剂,用于与 4-异丙基-4'-甲二苯基碘𬭩四(五氟苯基)硼酸盐(IOD)结合的阳离子聚合(CP)硅氧烷。在这些香豆素中,其中 4 种(香豆素 、 、 、 )从未在文献中报道过,即这些结构专门设计用于在近紫外和可见光照射下作为硅酮的光引发剂。在新提出的基于香豆素的体系存在下,实现了良好的最终反应性环氧官能团转化率(FC)和高聚合速率(Rp)。由硅氧烷光聚合生成的聚合物可以被认为是多种应用的有吸引力的候选物,例如:弹性体、涂料、粘合剂等。本研究的目标还集中在将新提出的香豆素与成熟的光敏剂(即 1-氯-4-丙氧基噻吨酮(CPTX)、9,10-二丁氧基蒽(DBA)或一些商业香豆素(Com.Coum))进行比较。作为其高性能的一个例子,新提出的香豆素也用于激光写入实验,用 405nm 的激光二极管照射,以开发新的阳离子 3D 打印系统。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/60565efaf82b/molecules-25-02063-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/21b26d81de08/molecules-25-02063-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/46b795f6e2b9/molecules-25-02063-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/222eb98d7329/molecules-25-02063-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/835f363e3d15/molecules-25-02063-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/1cb33fe35423/molecules-25-02063-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/36650cec190d/molecules-25-02063-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/197cdfb7720e/molecules-25-02063-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/8d7319e10019/molecules-25-02063-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/60565efaf82b/molecules-25-02063-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/21b26d81de08/molecules-25-02063-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/46b795f6e2b9/molecules-25-02063-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/222eb98d7329/molecules-25-02063-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/835f363e3d15/molecules-25-02063-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/1cb33fe35423/molecules-25-02063-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/36650cec190d/molecules-25-02063-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/197cdfb7720e/molecules-25-02063-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/8d7319e10019/molecules-25-02063-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/7248746/60565efaf82b/molecules-25-02063-sch005.jpg

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