State Key Laboratory of Chemical Resource Engineering, Beijing Laboratory of Biomedical Materials, Changzhou Institute of Advanced Materials, Beijing University of Chemical Technology, Beijing, 100029, P. R. China.
College of Medicine, Yan'an University, Yan'an, Shaanxi Province, 716000, P. R. China.
Macromol Rapid Commun. 2021 Sep;42(17):e2100299. doi: 10.1002/marc.202100299. Epub 2021 Jun 25.
In this work, a naphthalene-based macrocycle prism[5]arene (NP OCH ) is developed as a novel kind of photoinitiator. When NP OCH is irradiated under light, the bond between methylene and naphthalene can be quickly broken owning to the existence of ring tension. The macrocycle is cleaved to linear oligomer biradicals, which can effectively initiate the free radical photopolymerization of acrylate monomers. Compared with conventional photoinitiators, NP OCH has strong light absorption in the wavelength range of 365-405 nm, so it can well match the environment-friendly light-emitting diodes (LEDs) light source to realize highly efficient initiation. In addition, there is no small molecule fragment generated during NP OCH fracture, and the resulted linear oligomer biradicals can be immobilized in the polymer after initiating polymerization, so NP OCH photoinitiators show much lower migration rate and cytotoxicity. Cleavable macrocycle prismarene may provide a new idea for the design of safe and efficient photoinitiators matching long wavelength light.
在这项工作中,开发了一种基于萘的大环棱柱芳烃(NP OCH)作为一种新型光引发剂。当 NP OCH 受到光照时,由于环张力的存在,亚甲基和萘之间的键可以迅速断裂。大环被裂解为线性齐聚物双自由基,可有效引发丙烯酸酯单体的自由基光聚合。与传统光引发剂相比,NP OCH 在 365-405nm 波长范围内具有较强的光吸收,因此可以很好地与环保型发光二极管(LED)光源相匹配,实现高效引发。此外,在 NP OCH 断裂过程中没有产生小分子碎片,所得的线性齐聚物双自由基在引发聚合后可以固定在聚合物中,因此 NP OCH 光引发剂的迁移率和细胞毒性都很低。可裂解的大环棱柱芳烃可能为设计与长波长光匹配的安全高效光引发剂提供了新的思路。