Synthesis of a Novel Ketocoumarin Visible-Light Photosensitive Dye and Its Initiating Properties

Acta Chimica Sinica ›› 2004, Vol. 62 ›› Issue (5): 527-531. Previous Articles Next Articles

一种新型香豆素酮可见光敏化染料的合成及其光引发性质的研究

王涛, 吴飞鹏, 施盟泉, 高放, 杨永源

中国科学院理化技术研究所, 北京, 100101

投稿日期:2003-07-01 修回日期:2003-10-27 发布日期:2014-02-18
通讯作者: 吴飞鹏,E-mail:fpwu@mail.ipc.ac.cn;g208@ipc.ac.cn E-mail:fpwu@mail.ipc.ac.cn;g208@ipc.ac.cn
基金资助:
国家自然科学基金(No.50173031)和国家重点基础研究发展规划(No.G1999033004)资助项目.

Synthesis of a Novel Ketocoumarin Visible-Light Photosensitive Dye and Its Initiating Properties

WANG Tao, WU Fei-Peng, SHI Meng-Quan, GAO Fang, YANG Yong-Yuan

Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100101

Received:2003-07-01 Revised:2003-10-27 Published:2014-02-18

Abstract

The development of visible-light photosensitive initiating systems has become an important subject of photopolymerization. 3,3′-bis(7-diethylamino)coumarin ketone (R) has been proved to be an efficient sensitizer, and it could match with the Ar⁺ laser at 488 nm. In this paper, a novel ketocoumarin dye (S) was prepared by the condensation of 3-acetyl-7-diethylaminocoumarin with 4-diethylaminobenzaldehyde. Photopolymerization initiating systems composed of the dyes and radical source of hexaarylbisimidazoles (HABI) were produced. The experimental results showed that the photobleaching rate of S/HABI was much faster than that of R/HABI, and S/HABI system also exhibited higher initiating efficiency than R/HABI for the photopolymerization of 2-phenoxyethyl acrylate (POEA)/N-vinyl carbazole (NVC). It was found that the maximum absorption wavelength of S ranging from 452 to 489 nm is about 16～30 nm red-shift more than that of R in the corresponding solvent. All these facts proved that the S/HABI visible light photosensitive system is more efficient and suitable for Ar⁺ laser than R/HABI. The sensitization mechanism of S/HABI system was also discussed.

Key words: photosensitive photopolymerization, photobleaching, triplet sensitization, coumarin, initiator

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WANG Tao, WU Fei-Peng, SHI Meng-Quan, GAO Fang, YANG Yong-Yuan. Synthesis of a Novel Ketocoumarin Visible-Light Photosensitive Dye and Its Initiating Properties[J]. Acta Chimica Sinica, 2004, 62(5): 527-531.

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一种新型香豆素酮可见光敏化染料的合成及其光引发性质的研究

Synthesis of a Novel Ketocoumarin Visible-Light Photosensitive Dye and Its Initiating Properties

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