Imaging Science and Photochemistry ›› 2019, Vol. 37 ›› Issue (5): 402-414.DOI: 10.7517/issn.1674-0475.190613
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ZHOU Ruchun, LIU Yizhuo, CHEN Shixiong, WANG Weijie, CHEN Siqi, JIN Ming
Received:
2019-06-27
Online:
2019-09-15
Published:
2019-09-15
ZHOU Ruchun, LIU Yizhuo, CHEN Shixiong, WANG Weijie, CHEN Siqi, JIN Ming. The Synthesis and Properties of UV-LED Sensitive Coumarin-carbazole-based Oxalate Photoinitiators[J]. Imaging Science and Photochemistry, 2019, 37(5): 402-414.
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[1] Fouassier J P, Lalevee J. Photoinitiator for Polymer Synthesis-Scope, Reactivity, and Efficiency[M]. Wiley-VCH Berlag GmbH & Co. KGaA:Weinheim, 2012. [2] Dietlin C, Schweizer S, Xiao P, Zhang J, Morlet-Savary F, Graff B, Fouassier J P, Lalevee J. Photopolymerization upon LEDs:new photoinitiating systems and strategies[J]. Polymer Chemistry, 2015, 6(21):3895-3912. [3] Xia R J, Malval J P, Jin M, Spangenberg A, Wan D C, Pu H T, Vergote T, Morlet-Savary F, Chaumeil H, Baldeck P, Poizat O, Soppera O. Enhancement of acid photogeneration through a para-to-meta substitution strategy in a sulfonium-based alkoxystilbene designed for two-photon polyme-rization[J]. Chemistry of Materials, 2012, 24(2):237-244. [4] Jin M, Xie J, Malval J P, Spangenberg A, Soppera O, Versace D-L, Leclerc T, Pan H, Wan D, Pu H, Baldeck P, Poizat O, Knopf S. Two-photon lithography in visible and NIR ranges using multibranched-based sensitizers for efficient acid generation[J]. Journal of Materials Chemistry C, 2014, 2(35):7201-7215. [5] Wu X Y, Jin M, Xie J C, Malval J P, Wan D C. One/two-photon cationic polymerization in visible and near infrared ranges using two-branched sulfonium salts as efficient photoacid generators[J]. Dyes and Pigments, 2016, 133:363-371. [6] Wu X, Jin M, Xie J, Malval J P, Wan D. Molecular engineering of UV/Vis light-emitting diode (LED)-sensitive donor——acceptor-type sulfonium salt photoacid generators:design, synthesis, and study of photochemical and photophysical properties[J]. Chemistry-A European Journal, 2017, 23(62):15783-15789. [7] Pan H, Chen S, Jin M, Malval J P, Wan D, Morlet-Savary F. A substituent para-to-ortho positioning effect drives the photoreactivity of a dibenzothiophene-based oxalate series used as LED-excitable free radical photoinitiators[J]. Polymer Chemistry, 2019, 10(13):1599-1609. [8] Cordon C, Miller C. UV-LED:Presented by RadTech-The Association for UV & EB Technology[M]. RadTech International:Bethesda, MD, 2013. [9] Xiao P, Zhang J, Dumur F, Tehfe M A, Morlet-Savary F, Graff B, Gigmes D, Fouassier J P, Lalevee J. Visible light sensitive photoinitiating systems:recent progress in cationic and radical photopolymerization reactions under soft conditions[J]. Progress in Polymer Science, 2015, 41:32-66. [10] Xiao P, Dumur F, Graff B, Gigmes D, Fouassier J P, Lalevee J. Variations on the benzophenone skeleton:novel nigh performance blue light sensitive photoinitiating systems[J]. Macromolecules, 2013, 46(19):7661-7667. [11] Xiao P, Dumur F, Graff B, Morlet-Savary F, Gigmes D, Fouassier J P, Lalevee J. Design of high performance photoinitiators at 385-405 nm:search around the naphthalene scaffold[J]. Macromolecules, 2014, 47(3):973-978. [12] Xiao P, Zhang J, Dumur F, Tehfe M A, Morlet-Savary F, Graff B, Gigmes D, Fouassier J P, Lalevée J. Visible light sensitive photoinitiating systems:recent progress in catio-nic and radical photopolymerization reactions under soft conditions[J]. Progress in Polymer Science, 2015, 41:32-66. [13] Tian Y P, Zhang M L, Yu X Q, Xu G B, Ren Y, Yang J X, Wu J Y, Zhang X J, Tao X T, Zhang S Y, Jiang M H. Two novel two-photon polymerization initiators with extensive application prospects[J]. Chemical Physics Letters, 2004, 388(4/6):325-329. [14] Al Mousawi A, Dumur F, Garra P, Toufaily J, Hamieh T, Graff B, Gigmes D, Fouassier J P, Lalevee J. Carba-zole scaffold based photoinitiator/photoredox catalysts:toward new high performance photoinitiating systems and application in LED projector 3D printing resins[J]. Macromolecules, 2017, 50(7):2747-2758. [15] Yilmaz G, Tuzun A, Yagci Y. Thioxanthone-carbazole as a visible light photoinitiator for free radical polymerization[J]. Journal of Polymer Science Part a-Polymer Chemistry, 2010, 48(22):5120-5125. [16] Nazir R, Danilevicius P, Ciuciu A I, Chatzinikolaidou M, Gray D, Flamigni L, Farsari M, Gryko D T. pi-Expanded ketocoumarins as efficient, biocompatible initiators for two-photon-induced polymerization[J]. Chemistry of Mate-rials, 2014, 26(10):3175-3184. [17] Xu J, Ma G P, Wang K M, Gu J M, Jiang S, Nie J. Synthesis and photopolymerization kinetics of oxime ester photoinitiators[J]. Journal of Applied Polymer Science, 2012, 123(2):725-731. [18] Liu Z Z, Liu T, Lin Q N, Bao C Y, Zhu L Y. Photoreleasable thiol chemistry for facile and efficient bioconjugation[J]. Chemical Communications, 2014, 50(10):1256-1258. [19] Zhang X, Xi W, Wang C, Podgorski M, Bowman C N. Visible-light-initiated thiol-michael addition polymerizations with coumarin-based photobase generators:another photoclick reaction strategy[J].ACS Macro Letters, 2016, 5(2):229-233. [20] Zhou R, Malval J P, Jin M, Spangenberg A, Pan H, Wan D, Morlet-Savary F, Knopf S. A two-photon active chevron-shaped type I photoinitiator designed for 3D stereolithography[J]. Chemical Communications, 2019, 55(44):6233-6236. [21] Frisch M J. Gaussian 09, Revision B.01.[M]. Gaussian, Inc:Wallingford CT. Wallingford CT2009. [22] Wu X, Jin M, Malval J P, Wan D, Pu H. Visible light-emitting diode-sensitive thioxanthone derivatives used in versatile photoinitiating systems for photopolymerizations[J]. Journal of Polymer Science Part a-Polymer Chemistry, 2017, 55(24):4037-4045. [23] Jin M, Wu X Y, Malval J P, Wan D C, Pu H T. Dual roles for promoting monomers to polymers:a conjugated sulfonium salt photoacid generator as photoinitiator and photosensitizer in cationic photopolymerization[J]. Journal of Polymer Science Part a-Polymer Chemistry, 2016, 54(17):2722-2730. [24] Zhang J, Xiao P, Dumur F, Guo C, Hong W, Li Y, Gigmes D, Graff B, Fouassier J-P, Lalevee J. Polymeric photoinitiators:a new search toward high performance visible light photoinitiating systems[J]. Macromolecular Chemistry and Physics, 2016, 217(19):2145-2153. [25] Fast D E, Lauer A, Menzel J P, Kelterer A M, Gescheidt G, Barner-Kowollik C. Wavelength-dependent photoche-mistry of oxime ester photoinitiators[J]. Macromolecules, 2017, 50(5):1815-1823. [26] Allen N S. Photochemistry and photophysics of polymer materials[M]. Wiley:New York, USA, 2010. [27] Allonas X, Lalevee J, Fouassier J P, Tachi H, Shirai M, Tsunooka M. Triplet state of O-acyloximes studied by time-resolved absorption spectroscopy[J]. Chemistry Letters, 2000(9):1090-1091. [28] Frick E, Schweigert C, Noble B B, Ernst H A, Lauer A, Liang Y, Voll D, Coote M L, Unterreiner A N, Barner-Kowollik C. Toward a quantitative description of radical photoinitiator structure-reactivity correlations[J]. Macromolecules, 2016, 49(1):80-89. [29] Jin M, Yu M, Zhang Y, Wan D C, Pu H T. 2,2,2-Trif-luoroacetophenone-based D-pi-A type photoinitiators for radical and cationic photopolymerizations under near-UV and visible LEDs[J]. Journal of Polymer Science Part a-Polymer Chemistry, 2016, 54(13):1945-1954. |
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