Photoinitiation behavior of phenothiazines containing two oxime ester functionalities (OXEs) in free radical photopolymerization and 3D printing application

被引:17
|
作者
Zhang, Yijun [1 ,2 ]
Morlet-Savary, Fabrice [1 ,2 ]
Schmitt, Michael [1 ,2 ]
Graff, Bernadette [1 ,2 ]
Rico, Alexandre [3 ]
Ibrahim-Ouali, Malika [4 ]
Dumur, Frederic [3 ]
Lalevee, Jacques [1 ,2 ]
机构
[1] Univ Haute Alsace, CNRS, IS2M, UMR 7361, F-68100 Mulhouse, France
[2] Univ Strasbourg, Strasbourg, France
[3] Aix Marseille Univ, CNRS, ICR, UMR 7273, F-13397 Marseille, France
[4] Aix Marseille Univ, CNRS, Cent Marseille, ISm2, F-13397 Marseille, France
关键词
Photoinitiators; Visible light; LED; Photopolymerization; DERIVATIVES; SYSTEMS; LEDS;
D O I
10.1016/j.dyepig.2023.111202
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Twelve one-compound photo-fragmenting (type I) photoinitiators containing two oxime esters (OXEs) func-tionalities on the terminal moiety were synthesized. These esters have high light absorptivities in the visible range, and some of them showed better photoinitiation than the commercial photoinitiator diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (TPO), under the irradiation of a 405 nm LED. Photoinitiation mechanisms of these developed OXEs are proposed through theoretical calculations, the detection of CO2, and the ESR investigation of the free radical generation. 3D objects could be manufactured successfully by using the most reactive photoinitiators with a stereolithography 3D printer. In addition, these reactive OXEs also displayed a thermal initiation behavior, meaning that these compounds can served both as thermal or photochemical initiators.
引用
收藏
页数:13
相关论文
共 50 条
  • [1] Study on the photoinitiation mechanism of carbazole-based oxime esters (OXEs) as novel photoinitiators for free radical photopolymerization under near UV/visible-light irradiation exposure and the application of 3D printing
    Feng, Ji
    Zhang, Yijun
    Zhu, Di
    Morlet-Savary, Fabrice
    Schmitt, Michael
    Graff, Bernadette
    Xiao, Pu
    Dumur, Frederic
    Lalevee, Jacques
    EUROPEAN POLYMER JOURNAL, 2024, 202
  • [2] Bisbenzothieno[b]-fused BODIPYs in panchromatic photoinitiation for free radical and cationic photopolymerization and application in 3D printing
    Xu, Yangyang
    Tang, Wenlong
    Deng, Hui
    Zhang, Jianjun
    Zhu, Zhongquan
    Yu, Changjiang
    Zhu, Haiguang
    Sun, Ke
    Li, Jiazhu
    Lalevee, Jacques
    POLYMER CHEMISTRY, 2024, 15 (47) : 4875 - 4887
  • [3] Triphenylamine based oxime ester photoinitiator for LED-induced free radical photopolymerization and 3D printing
    Ma, Guanhao
    Qu, Jinqing
    EUROPEAN POLYMER JOURNAL, 2024, 215
  • [4] Substituent effects on the photoinitiation ability of coumarin-based oxime-ester photoinitiators for free radical photopolymerization
    Hammoud, Fatima
    Giacoletto, Nicolas
    Noirbent, Guillaume
    Graff, Bernadette
    Hijazi, Akram
    Nechab, Malek
    Gigmes, Didier
    Dumur, Frederic
    Lalevee, Jacques
    MATERIALS CHEMISTRY FRONTIERS, 2021, 5 (24) : 8361 - 8370
  • [5] Radical photoinitiation with LEDs and applications in the 3D printing of composites
    Zhang, Yijun
    Xu, Yangyang
    Simon-Masseron, Angelique
    Lalevee, Jacques
    CHEMICAL SOCIETY REVIEWS, 2021, 50 (06) : 3824 - 3841
  • [6] Design of Oxime Ester Photoinitiators Based on Methoxy-Substituted Coumarin Chromophores for LED Photopolymerization and 3D Printing
    Fan, Shuheng
    Lai, Pengfei
    Pang, Yulian
    Zou, Yingquan
    Wei, Jun
    ACS APPLIED POLYMER MATERIALS, 2024, 6 (20): : 12866 - 12874
  • [7] Design of keto-coumarin based photoinitiator for Free Radical Photopolymerization: Towards 3D printing and photocomposites applications
    Rahal, Mahmoud
    Graff, Bernadette
    Toufaily, Joumana
    Hamieh, Tayssir
    Dumur, Frederic
    Lalevee, Jacques
    EUROPEAN POLYMER JOURNAL, 2021, 154
  • [8] Heteroleptic Copper(I) Complexes with Pyridine-Benzothiazole Ligands as Photocatalysts for Free Radical Photopolymerization and 3D Printing
    Pesqueira, Naralyne M.
    Morlet-Savary, Fabrice
    Schmitt, Michael
    Jouaiti, Abdelaziz
    Goi, Beatriz E.
    Mauro, Matteo
    Lalevee, Jacques
    ACS APPLIED POLYMER MATERIALS, 2025, 7 (04): : 2615 - 2623
  • [9] Triphenylamine-substituted BODIPY dye based photoinitiators for free radical and cationic photopolymerization under visible LED irradiation and application in 3D printing
    Zhao, Xianjun
    Hu, Bo
    Zhou, Qun
    Yu, Yijie
    Hao, Erhong
    Guo, Xing
    Xu, Yangyang
    Yu, Changjiang
    Sun, Ke
    Lalevee, Jacques
    DYES AND PIGMENTS, 2024, 222
  • [10] Enhancement in the initiating activity of chalcones via a long-alkyl chain strategy for free radical photopolymerization and 3D printing
    Li, Jingfang
    Deng, Qilu
    Zhou, Xianju
    Li, Wenjie
    Zhu, Xiaoqun
    Nie, Jun
    POLYMER CHEMISTRY, 2024, 15 (28) : 2840 - 2848