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A π-Conjugated, Covalent Phosphinine Framework

Huang, Jieyang; Tarábek, Ján; Kulkarni, Ranjit; Wang, Cui; Dracínský, Martin; Smales, Glen J.; Tian, Yu; Ren, Shijie; Pauw, Brian R.; Resch-Genger, Ute; Bojdys, Michael J.

Chemistry – A European Journal, 2019, vol 25, 53, pp. 12342-12348



Structural modularity of polymer frameworks is a key advantage of covalent organic polymers, however, only C, N, O, Si, and S have found their way into their building blocks so far. Here, the toolbox available to polymer and materials chemists is expanded by one additional nonmetal, phosphorus. Starting with a building block that contains a λ5-phosphinine (C5P) moiety, a number of polymerization protocols are evaluated, finally obtaining a π-conjugated, covalent phosphinine-based framework (CPF-1) through Suzuki–-Miyaura coupling. CPF-1 is a weakly porous polymer glass (72.4 m2 g−1 BET at 77 K) with green fluorescence (λmax=546 nm) and extremely high thermal stability. The polymer catalyzes hydrogen evolution from water under UV and visible light irradiation without the need for additional co-catalyst at a rate of 33.3 μmol h−1 g−1. These results demonstrate for the first time the incorporation of the phosphinine motif into a complex polymer framework. Phosphinine-based frameworks show promising electronic and optical properties, which might spark future interest in their applications in light-emitting devices and heterogeneous catalysis.

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