Mechanochemical Friedel–Crafts Alkylation—A Sustainable Pathway Towards Porous Organic Polymers. (12th May 2017)

• Record Type: Journal Article
• Authors: Troschke, Erik; Grätz, Sven; Lübken, Tilo; Borchardt, Lars
• Is Part Of: Angewandte Chemie. Volume 129:Number 24(2017)
• Page Start: 6963
• Page End: 6967
• Publication Date: 2017-05-12
• Subjects: Kovalente Triazinnetzwerke -- Mechanochemie -- Mikroporöse Materialien -- Polymerisation -- Poröse Polymere; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201702303
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: This study elucidates an innovative mechanochemical approach applying Friedel–Crafts alkylation to synthesize porous covalent triazine frameworks (CTFs). Herein, we pursue a counterintuitive approach by utilizing a rather destructive method to synthesize well‐defined materials with intrinsic porosity. Investigating a model system including carbazole as monomer and cyanuric chloride as triazine node, ball milling is shown to successfully yield porous polymers almost quantitatively. We verified the successful structure formation by an in‐depth investigation applying XPS, solid‐state NMR and FT‐IR spectroscopy. An in situ study of pressure and temperature developments inside the milling chamber in combination with two‐dimensional liquid‐state NMR spectroscopy reveals insights into the polymerization mechanism. The versatility of this mechanochemical approach is showcased by application of other monomers with different size and geometry.