BODIPY‐Based Porous Organic Polymers: How the Monomeric Methyl Substituents and Isomerization Affect the Porosity and Singlet Oxygen Generation. Issue 15 (11th May 2017)

• Record Type: Journal Article
• Authors: Wang, De‐Gao; Li, Qian; Zhu, Yunlong; Tang, Hui; Song, Min; Kuang, Gui‐Chao
• Is Part Of: Macromolecular chemistry and physics. Volume 218:Issue 15(2017)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2017-05-11
• Subjects: BODIPY -- methyl substituents -- pore properties -- porous organic polymers -- singlet oxygen; Polymers -- Periodicals; Polymerization -- Periodicals; Synthetic products -- Periodicals; Macromolecules -- Periodicals; 547.7
• DOI: 10.1002/macp.201700101
• Languages: English
• ISSNs: 1022-1352

Abstract

Abstract : 4, 4‐Difluoro‐4‐bora‐3a, 4a‐diaza‐s‐indacene (BODIPY)‐based porous polymers BDP‐POP‐ n (n = 1, 3, and 4) are synthesized through FeCl3 catalyzed polymerization from monomers with different monomeric methyl substituents and isomerization. Results indicate thatBDP‐POP‐1, whose pyrrolyl ring bears methyl substituents and the two BODIPY units are at para ‐position of the phenyl ring, possesses the largest surface area and the best singlet oxygen generation ability. Abstract : Facile Friedel–Crafts coupling reaction prepared porous organic polymersBDP‐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 13 C 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 thatBDP‐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 theBDP‐POP‐1 shows superiority in generating singlet oxygen than that of model polymerCMPBDP . It is believed that this work may pave a road to design more effective porous materials for photocatalysis.