Premium
2D Poly(arylene vinylene) Covalent Organic Frameworks via Aldol Condensation of Trimethyltriazine
Author(s) -
Jadhav Thaksen,
Fang Yuan,
Patterson William,
Liu ChengHao,
Hamzehpoor Ehsan,
Perepichka Dmitrii F.
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201906976
Subject(s) - arylene , covalent bond , materials science , aldol condensation , polymer , covalent organic framework , porosity , condensation , polymer chemistry , quantum yield , chemical engineering , chemistry , catalysis , organic chemistry , composite material , alkyl , physics , quantum mechanics , aryl , fluorescence , thermodynamics , engineering
Designing structural order in electronically active organic solids remains a great challenge in the field of materials chemistry. Now, 2D poly(arylene vinylene)s prepared as highly crystalline covalent organic frameworks (COFs) by base‐catalyzed aldol condensation of trimethyltriazine with aromatic dialdehydes are reported. The synthesized polymers are highly emissive (quantum yield of up to 50 %), as commonly observed in their 1D analogues poly(phenylene vinylene)s. The inherent well‐defined porosity (surface area ca. 1000 m 2 g −1 , pore diameter ca. 11 Å for the terephthaldehyde derived COF‐1) and 2D structure of these COFs also present a new set of properties and are likely responsible for the emission color, which is sensitive to the environment. COF‐1 is highly hydrophilic and reveals a dramatic macroscopic structural reorganization that has not been previously observed in framework materials.