Methacrylated Quinizarin Derivatives for Visible-Light Mediated Photopolymerization: Promising Applications in 3D-Printing Biosourced Materials under LED@405 nm

Author(s):  
Louise Breloy ◽  
Vlasta Brezová ◽  
Zuzana Barbieriková ◽  
Yoshihiro Ito ◽  
Jun Akimoto ◽  
...  
Keyword(s):  
2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Xiaoyu Zhao ◽  
Ye Zhao ◽  
Ming-De Li ◽  
Zhong’an Li ◽  
Haiyan Peng ◽  
...  

AbstractPhotopolymerization-based three-dimensional (3D) printing can enable customized manufacturing that is difficult to achieve through other traditional means. Nevertheless, it remains challenging to achieve efficient 3D printing due to the compromise between print speed and resolution. Herein, we report an efficient 3D printing approach based on the photooxidation of ketocoumarin that functions as the photosensitizer during photopolymerization, which can simultaneously deliver high print speed (5.1 cm h−1) and high print resolution (23 μm) on a common 3D printer. Mechanistically, the initiating radical and deethylated ketocoumarin are both generated upon visible light exposure, with the former giving rise to rapid photopolymerization and high print speed while the latter ensuring high print resolution by confining the light penetration. By comparison, the printed feature is hard to identify when the ketocoumarin encounters photoreduction due to the increased lateral photopolymerization. The proposed approach here provides a viable solution towards efficient additive manufacturing by controlling the photoreaction of photosensitizers during photopolymerization.


2021 ◽  
Vol 54 (3) ◽  
pp. 1170-1182
Author(s):  
Zhiheng Zhang ◽  
Nathaniel Corrigan ◽  
Cyrille Boyer
Keyword(s):  

2018 ◽  
Vol 2018 ◽  
pp. 1-8 ◽  
Author(s):  
Jy-Jiunn Tzeng ◽  
Yi-Ting Hsiao ◽  
Yun-Ching Wu ◽  
Hsuan Chen ◽  
Shyh-Yuan Lee ◽  
...  

Polycaprolactone (PCL) is drawing increasing attention in the field of medical 3D printing and tissue engineering because of its biodegradability. This study developed polycaprolactone prepolymers that can be cured using visible light. Three PCL acrylates were synthesized: polycaprolactone-530 diacrylate (PCL530DA), glycerol-3 caprolactone triacrylate (Glycerol-3CL-TA), and glycerol-6 caprolactone triacrylate (Glycerol-6CL-TA). PCL530DA has two acrylates, whereas Glycerol-3CL-TA and Glycerol-6CL-TA have three acrylates. The Fourier transform infrared and nuclear magnetic resonance spectra suggested successful synthesis of all PCL acrylates. All are liquid at room temperature and can be photopolymerized into a transparent solid after exposure to 470 nm blue LED light using 1% camphorquinone as photoinitiator and 2% dimethylaminoethyl methacrylate as coinitiator. The degree of conversion for all PCL acrylates can reach more than 80% after 1 min of curing. The compressive modulus of PCL530DA, Glycerol-3CL-TA, and Glycerol-6CL-TA is 65.7±12.7, 80.9±6.1, and 32.1±4.1 MPa, respectively, and their compressive strength is 5.3±0.29, 8.3±0.18, and 3.0±0.53 MPa, respectively. Thus, all PCL acrylates synthesized in this study can be photopolymerized and because of their solid structure and low viscosity, they are applicable to soft tissue engineering and medical 3D printing.


2019 ◽  
Vol 1 (5) ◽  
pp. 1129-1135 ◽  
Author(s):  
Guannan Wang ◽  
Nicholas S. Hill ◽  
Di Zhu ◽  
Pu Xiao ◽  
Michelle L. Coote ◽  
...  

Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2063 ◽  
Author(s):  
Mira Abdallah ◽  
Akram Hijazi ◽  
Frédéric Dumur ◽  
Jacques Lalevée

In this study, eight coumarins (coumarins 1–8) 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 1, 2, 6 and 8) 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.


2019 ◽  
Vol 10 (45) ◽  
pp. 6145-6156 ◽  
Author(s):  
Mira Abdallah ◽  
Thanh-Tuân Bui ◽  
Fabrice Goubard ◽  
Dimitra Theodosopoulou ◽  
Frédéric Dumur ◽  
...  

New phenothiazine derivatives are synthesized and proposed as high performance visible light photoinitiators.


2017 ◽  
Vol 50 (3) ◽  
pp. 746-753 ◽  
Author(s):  
Assi Al Mousawi ◽  
Cyril Poriel ◽  
Frédéric Dumur ◽  
Joumana Toufaily ◽  
Tayssir Hamieh ◽  
...  

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