Imine-linked porous organic polymers showing mesoporous microspheres architectures with tunable surface roughness

4 years ago

Imine-linked porous organic polymers showing mesoporous microspheres architectures with tunable surface roughness

Shen Yang, Gui-Chao Kuang, Fan Song, Tao Chen, He Zhang, De-Gao Wang

Different kinds of porous organic polymers (POPs) bearing 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BDP) fluorophores have been developed to generate singlet oxygen upon light illumination. Herein, four imine-linked POPs were prepared by copolymerization of amine and aldehyde with different ratios of di-aldehyde A1 and A2. The POPs were investigated by a combination of techniques such as solid 13C NMR, FTIR, and nitrogen absorption–desorption isotherms and electronic microscopy. The results demonstrated that these POPs were prone to form hierarchical porous architectures. Scanning electron microscopy and transmission electron microscopy images revealed that the spherical morphologies showed different roughness, that is, BDP-POPs with more BDP aldehyde A2 presented rougher surface. Finally, these POPs were used to generate singlet oxygen (1O2) monitored by 1,3-diphenylisobenzofuran and bioimaging in HeLa cells. Our results indicated that the ability to generate 1O2 is dependent on the amount of BDP. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017 Four porous organic polymers (BDP-POPs) with increasing molar ratios of BODIPY dyes were prepared. These porous materials showed microsphere morphologies with varying surface roughness and displayed different singlet oxygen generation abilities and fluorescent intensities in living cell. These properties were dependent on the BODIPY content in the polymers.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/pola.28902