In Situ Bottom-up Synthesis of Porphyrin-Based Covalent Organic Frameworks | Zendy

Elham Tavakoli | Zendy; Arvin Kakekhani | Zendy; Shayan Kaviani | Zendy; Peng Tan | Zendy; Mahdi Mohammadi Ghaleni | Zendy; Mohsen Asle Zaeem | Zendy; Andrew M. Rappe | Zendy; Siamak Nejati | Zendy

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In Situ Bottom-up Synthesis of Porphyrin-Based Covalent Organic Frameworks

Author(s) -

Elham Tavakoli,

Arvin Kakekhani,

Shayan Kaviani,

Peng Tan,

Mahdi Mohammadi Ghaleni,

Mohsen Asle Zaeem,

Andrew M. Rappe,

Siamak Nejati

Publication year - 2019

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/jacs.9b10787

Subject(s) - chemistry , covalent bond , porphyrin , pyridine , covalent organic framework , polymerization , condensation , phenazine , in situ , density functional theory , combinatorial chemistry , photochemistry , chemical engineering , polymer chemistry , organic chemistry , polymer , computational chemistry , physics , thermodynamics , engineering

Synthesis and processing of two- or three-dimensional covalent organic frameworks (COFs) have been limited by solvent intractability and sluggish condensation kinetics. Here, we report on the electrochemical deposition of poly(5,10,15,20-tetrakis(4-aminophenyl)porphyrin)-covalent organic frameworks (POR-COFs) via formation of phenazine linkages. By adjusting the synthetic parameters, we demonstrate the rapid and bottom-up synthesis of COF dendrites. Both experiment and density functional theory underline the prominent role of pyridine, not only as a polymerization promoter but as a stabilizing sublattice, cocrystallizing with the framework. The crucial role of pyridine in dictating the structural properties of such a cocrystal (Py-POR-COF) is discussed. Also, a structure-to-function relationship for this class of materials, governing their electrocatalytic activity for the oxygen reduction reaction in alkaline media, is reported.

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