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A class of azocarbazole-based carboxylates: High-efficiency ionic unimolecular photobase generators for thiol-epoxy click polymerization under blue light
Authors:Can Xu  Xiang Wu  Ying Xiong  Zhen Li  Hongding Tang
Affiliation:Engineering Research Center of Organosilicon Compounds and Materials, Ministry of Education, Sauvage Center for Molecular Sciences, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, China
Abstract:
Two new unimolecular azocarbazole-based visible photobase generators (Ac-C-Base) with different strong bases such as 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and 1,1,3,3-tetramethylguanidine (TMG) as the potential active species were prepared. Their structures were confirmed by 1H NMR, 13C NMR, and HR-MS. According to the photolysis and EPR results, Ac-C-Base could generate free radicals and strong bases simultaneously through the photodecarboxylation mechanism under 455 nm LED irradiation. Thus they can effectively catalyze the thiol-epoxy polymerization without post exposure baking under light exposure. In addition, the Ac-C-TBD containing a stronger base shows a faster polymerization rate and higher epoxy conversion.
Keywords:azocarbazole  photobase generators  thiol-epoxy photopolymerization  visible light
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