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Combining photo-cleavable and hydrogen-abstracting groups in quinoxaline with thioether bond as hybrid photoinitiator 被引量:2

Combining photo-cleavable and hydrogen-abstracting groups in quinoxaline with thioether bond as hybrid photoinitiator
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摘要 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. 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.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2017年第1期6-12,共7页 中国化学快报(英文版)
基金 the National Basic Research Program (No. 2013CB834506) National Nature Science Foundation of China (Nos. 51373098 and 21522403)
关键词 PHOTOINITIATORS Phenylquinoxaline Photo-cleavage Hydrogen-abstracting Photopolymerization Photoinitiators Phenylquinoxaline Photo-cleavage Hydrogen-abstracting Photopolymerization
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