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BODIPY‐Based Porous Organic Polymers: How the Monomeric Methyl Substituents and Isomerization Affect the Porosity and Singlet Oxygen Generation

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Facile Friedel–Crafts coupling reaction prepared porous organic polymers BDP-POP-n (n = 1, 3, and 4) are reported. The influences of methyl substituents and single monomer isomerization on corresponding BDP-POPs' porosity… Click to show full abstract

Facile Friedel–Crafts coupling reaction prepared porous organic polymers BDP-POP-n (n = 1, 3, and 4) are reported. The influences of methyl substituents and single monomer isomerization on corresponding BDP-POPs' porosity and singlet oxygen generation properties have been investigated. The obtained BDP-POPs are thoroughly characterized by a combination of techniques such as Fourier transform infrared, solid 13C NMR, scanning electron microscopy, and transmission electron microscopy. In addition, these porous polymers' singlet oxygen generation capacities under visible green light (480–510 nm) irradiation are compared. Results show that BDP-POP-1, whose pyrrolyl ring bears methyl substituents and the two 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BDP) units are at para-position of the phenyl ring, possesses the largest Brunauer–Emmett–Teller surface area and the best singlet oxygen generation ability. Control experiment reveals that the BDP-POP-1 shows superiority in generating singlet oxygen than that of model polymer CMPBDP. It is believed that this work may pave a road to design more effective porous materials for photocatalysis.

Keywords: singlet oxygen; methyl substituents; oxygen generation; microscopy

Journal Title: Macromolecular Chemistry and Physics
Year Published: 2017

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