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State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, P.R. China
; Fax: +(86) 10-6442-1310
; Tel: +(86) 10-6442-1310
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education and College of Chemistry and Materials Science, Northwest University, Xi'an 710069, P.R. China
; Fax: +(86) 29-8830-3845
; Tel: +(86) 29-8830-3845
Photochem. Photobiol. Sci., 2012,11, 1377-1382
28 Feb 2012,
16 May 2012
First published online
18 Jun 2012
To investigate the influence of the substituents at the 5-position of the phenyl ring of benzodioxole on the reactivity of a benzophenone (BP)/benzodioxole-based photoinitiator system, three benzodioxole-based compounds were synthesized in this study. The structure was characterized by FT-IR, 1H NMR and 13C NMR. The kinetics were monitored by a real-time Fourier Transform near-IR (FT-NIR) spectrometer. The results showed that the introduction of the electron-donating substituents in the 5-position of the phenyl ring contributed to the increase in the reactivity of the BP/benzodioxole-based system. On the contrary, the electron-drawn substituents at the 5-position of the phenyl ring caused the opposite effect. Compared with the BP/ethyldimethylaminobenzoate (EDAB) photoinitiating system, the combination of BP/5-methoxy-1,3-benzodioxole (BDOOMe) led to almost the same Rpmax and final double bond conversions. It indicated that BDOOMe had the potential to be used as a coinitiator in the place of an amine in current BP/amine initiating systems for practical applications to decrease cytotoxicity and yellowing.
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