Citation: Yao Ji-Yuan, Hou Hong-Hao, Ma Xiao-Dong, Xu Hong-Jie, Shi Zi-Xing, Yin Jie, Jiang Xue-Song. Combining photo-cleavable and hydrogen-abstracting groups in quinoxaline with thioether bond as hybrid photoinitiator[J]. Chinese Chemical Letters, ;2017, 28(1): 6-12. doi: 10.1016/j.cclet.2016.06.008 shu

Combining photo-cleavable and hydrogen-abstracting groups in quinoxaline with thioether bond as hybrid photoinitiator

School of Chemistry and Chemical Technology, State Key Lab of Metal Matrix Composite, Shanghai Jiao Tong University, Shanghai 200240, China

Corresponding author: Jiang Xue-Song, ponygle@sjtu.edu.cn
Received Date: 6 May 2016
Revised Date: 24 May 2016
Accepted Date: 30 May 2016
Available Online: 8 January 2016

Figures(12)

We synthesized four diphenylquinoxaline derivatives (SQs) with phenyl-thioether units, which combine photo-cleavable and hydrogen-abstracting groups in one molecule. The photochemistry and photopolymerization of SQs were investigated. SQs possess suitable UV vis absorption in the range of 350 400 nm with high extinction coefficients. UV vis and HPLC-MS spectra revealed that C-S bond in phenyl-thioether group of SQs can be broken by irradiation of UV-light. Photolysis and photopolymerization experiments showed that SQs can be used as photo-cleavable photointiators, their photoinitiating efficiency can be enhanced by hydrogen donor. As photo-cleavable photoinitiators, SQs could initiate hexamethylene diacrylate (HDDA) very efficiently with the double bond conversion (DBC) of 80%. In the presence of ethyl-4-(dimethylamino) benzoate (EDB) as coinitiator, photoinitiator systems initiated photopolymerization of commercial acrylate monomers with higher double bond conversion than 90%. These characteristics make SQs potential photoinitiators in photo-curing field.
- Photoinitiators,
- Phenylquinoxaline,
- Photo-cleavage,
- Hydrogen-abstracting,
- Photopolymerization
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