Direct Synthesis of a Covalent Triazine‐Based Framework from Aromatic Amides

• Published in: Angewandte Chemie International Edition Vol. 57; no. 28; pp. 8438 - 8442
• Main Authors: Yu, Soo‐Young, Mahmood, Javeed, Noh, Hyuk‐Jun, Seo, Jeong‐Min, Jung, Sun‐Min, Shin, Sun‐Hee, Im, Yoon‐Kwang, Jeon, In‐Yup, Baek, Jong‐Beom
• Format: Journal Article
• Language: English
• Published: Germany Wiley Subscription Services, Inc 09.07.2018
• Edition: International ed. in English
• Subjects: Amides; Benzamide; Benzonitrile; Carbon dioxide; Chemical reactions; Condensation; Covalence; covalent triazine frameworks; Crystal structure; crystalline organic networks; Crystallinity; cyclotrimerization; Low pressure; microporous materials; Phosphorus; Phosphorus pentoxide; Triazine; phosphorus pentoxide; covalent triazine frameworks; cyclotrimerization; crystalline organic networks; microporous materials
• ISSN: 1433-7851; 1521-3773; 1521-3773
• DOI: 10.1002/anie.201801128

There have been extensive efforts to synthesize crystalline covalent triazine‐based frameworks (CTFs) for practical applications and to realize their potential. The phosphorus pentoxide (P2O5)‐catalyzed direct condensation of aromatic amide instead of aromatic nitrile to form triazine rings. P2O5‐catalyzed condensation was applied on terephthalamide to construct a covalent triazine‐based framework (pCTF‐1). This approach yielded highly crystalline pCTF‐1 with high specific surface area (2034.1 m2 g−1). At low pressure, the pCTF‐1 showed high CO2 (21.9 wt % at 273 K) and H2 (1.75 wt % at 77 K) uptake capacities. The direct formation of a triazine‐based COF was also confirmed by model reactions, with the P2O5‐catalyzed condensation reaction of both benzamide and benzonitrile to form 1,3,5‐triphenyl‐2,4,6‐triazine in high yield. A covalent triazine‐based framework was synthesized by phosphorus pentoxide (P2O5)‐catalyzed direct condensation of aromatic amides to form a triazine ring. Highly crystalline covalent triazine frameworks (pCTF‐1) were produced with high specific surface area (2034.1 m2 g−1). At low pressure, pCTF‐1 shows a high carbon dioxide (CO2) uptake capacity of 21.9 wt % at 273 K and a hydrogen (H2) uptake capacity of 1.75 wt % at 77 K.