Substituent Effects on Photoinitiation Ability of Monoaminoanthraquinone-Based Photoinitiating Systems for Free Radical Photopolymerization under LEDs

Jing Zhang; Jacques Lalevée; Nicholas S. Hill; Jonathan Kiehl; Di Zhu; Nicholas Cox; Julien Langley; Martina H. Stenzel; Michelle L. Coote; Pu Xiao

doi:10.1002/marc.202000166

Substituent Effects on Photoinitiation Ability of Monoaminoanthraquinone-Based Photoinitiating Systems for Free Radical Photopolymerization under LEDs

Jing Zhang^*, Jacques Lalevée, Nicholas S. Hill, Jonathan Kiehl, Di Zhu, Nicholas Cox, Julien Langley, Martina H. Stenzel, Michelle L. Coote^*, Pu Xiao^*

^*Corresponding author for this work

Division of Plant Sciences

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

Three monoamino-substituted anthraquinone derivatives (AAQs), that is, 1-aminoanthraquinone (AAQ), 1-(methylamino)anthraquinone (MAAQ), and 1-(benzamido)anthraquinone (BAAQ), incorporated with various additives [e.g., triethanolamine (TEAOH) and phenacyl bromide (PhC(═O)CH₂Br)] are investigated for their roles as photoinitiating systems of free radical photopolymerization of (meth)acrylate monomers upon the exposure to UV to green LEDs. The AAQs-based photoinitiating systems, AAQ/TEAOH/PhC(═O)CH₂Br and BAAQ/TEAOH/PhC(═O)CH₂Br photoinitiators exhibit the highest efficiency for the free radical photopolymerization of DPGDA under the irradiation of blue LED and UV LED, respectively, which is consistent with the extent of overlap between their absorption spectra and the emission spectra of the LEDs. AAQ/TEAOH/PhC(═O)CH₂Br photoinitiator can also initiate the free radical photopolymerization of different (meth)acrylate monomers, with an efficiency dependent on the chemical structures of these monomers.

Original language	English
Article number	2000166
Journal	Macromolecular Rapid Communications
Volume	41
Issue number	18
DOIs	https://doi.org/10.1002/marc.202000166
Publication status	Published - 1 Sept 2020

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Zhang, J., Lalevée, J., Hill, N. S., Kiehl, J., Zhu, D., Cox, N., Langley, J., Stenzel, M. H., Coote, M. L., & Xiao, P. (2020). Substituent Effects on Photoinitiation Ability of Monoaminoanthraquinone-Based Photoinitiating Systems for Free Radical Photopolymerization under LEDs. Macromolecular Rapid Communications, 41(18), Article 2000166. https://doi.org/10.1002/marc.202000166

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title = "Substituent Effects on Photoinitiation Ability of Monoaminoanthraquinone-Based Photoinitiating Systems for Free Radical Photopolymerization under LEDs",

abstract = "Three monoamino-substituted anthraquinone derivatives (AAQs), that is, 1-aminoanthraquinone (AAQ), 1-(methylamino)anthraquinone (MAAQ), and 1-(benzamido)anthraquinone (BAAQ), incorporated with various additives [e.g., triethanolamine (TEAOH) and phenacyl bromide (PhC(═O)CH2Br)] are investigated for their roles as photoinitiating systems of free radical photopolymerization of (meth)acrylate monomers upon the exposure to UV to green LEDs. The AAQs-based photoinitiating systems, AAQ/TEAOH/PhC(═O)CH2Br and BAAQ/TEAOH/PhC(═O)CH2Br photoinitiators exhibit the highest efficiency for the free radical photopolymerization of DPGDA under the irradiation of blue LED and UV LED, respectively, which is consistent with the extent of overlap between their absorption spectra and the emission spectra of the LEDs. AAQ/TEAOH/PhC(═O)CH2Br photoinitiator can also initiate the free radical photopolymerization of different (meth)acrylate monomers, with an efficiency dependent on the chemical structures of these monomers.",

keywords = "LEDs, aminoanthraquinone, free radical photopolymerization, photoinitiators",

author = "Jing Zhang and Jacques Lalev{\'e}e and Hill, {Nicholas S.} and Jonathan Kiehl and Di Zhu and Nicholas Cox and Julien Langley and Stenzel, {Martina H.} and Coote, {Michelle L.} and Pu Xiao",

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year = "2020",

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AU - Zhang, Jing

AU - Lalevée, Jacques

AU - Hill, Nicholas S.

AU - Kiehl, Jonathan

AU - Zhu, Di

AU - Cox, Nicholas

AU - Langley, Julien

AU - Stenzel, Martina H.

AU - Coote, Michelle L.

AU - Xiao, Pu

PY - 2020/9/1

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N2 - Three monoamino-substituted anthraquinone derivatives (AAQs), that is, 1-aminoanthraquinone (AAQ), 1-(methylamino)anthraquinone (MAAQ), and 1-(benzamido)anthraquinone (BAAQ), incorporated with various additives [e.g., triethanolamine (TEAOH) and phenacyl bromide (PhC(═O)CH2Br)] are investigated for their roles as photoinitiating systems of free radical photopolymerization of (meth)acrylate monomers upon the exposure to UV to green LEDs. The AAQs-based photoinitiating systems, AAQ/TEAOH/PhC(═O)CH2Br and BAAQ/TEAOH/PhC(═O)CH2Br photoinitiators exhibit the highest efficiency for the free radical photopolymerization of DPGDA under the irradiation of blue LED and UV LED, respectively, which is consistent with the extent of overlap between their absorption spectra and the emission spectra of the LEDs. AAQ/TEAOH/PhC(═O)CH2Br photoinitiator can also initiate the free radical photopolymerization of different (meth)acrylate monomers, with an efficiency dependent on the chemical structures of these monomers.

AB - Three monoamino-substituted anthraquinone derivatives (AAQs), that is, 1-aminoanthraquinone (AAQ), 1-(methylamino)anthraquinone (MAAQ), and 1-(benzamido)anthraquinone (BAAQ), incorporated with various additives [e.g., triethanolamine (TEAOH) and phenacyl bromide (PhC(═O)CH2Br)] are investigated for their roles as photoinitiating systems of free radical photopolymerization of (meth)acrylate monomers upon the exposure to UV to green LEDs. The AAQs-based photoinitiating systems, AAQ/TEAOH/PhC(═O)CH2Br and BAAQ/TEAOH/PhC(═O)CH2Br photoinitiators exhibit the highest efficiency for the free radical photopolymerization of DPGDA under the irradiation of blue LED and UV LED, respectively, which is consistent with the extent of overlap between their absorption spectra and the emission spectra of the LEDs. AAQ/TEAOH/PhC(═O)CH2Br photoinitiator can also initiate the free radical photopolymerization of different (meth)acrylate monomers, with an efficiency dependent on the chemical structures of these monomers.

KW - LEDs

KW - aminoanthraquinone

KW - free radical photopolymerization

KW - photoinitiators

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DO - 10.1002/marc.202000166

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ER -

Substituent Effects on Photoinitiation Ability of Monoaminoanthraquinone-Based Photoinitiating Systems for Free Radical Photopolymerization under LEDs

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