Construction of crystalline 2D covalent organic frameworks with remarkable chemical (Acid/Base) stability via a combined reversible and irreversible route

Sharath Kandambeth, Arijit Mallick, Binit Lukose, Manoj V. Mane, Thomas Heine, Rahul Banerjee

Research output: Contribution to journalArticle

568 Citations (Scopus)

Abstract

Two new chemically stable [acid and base] 2D crystalline covalent organic frameworks (COFs) (TpPa-1 and TpPa-2) were synthesized using combined reversible and irreversible organic reactions. Syntheses of these COFs were done by the Schiff base reactions of 1,3,5-triformylphloroglucinol (Tp) with p-phenylenediamine (Pa-1) and 2,5-dimethyl-p-phenylenediamine (Pa-2), respectively, in 1:1 mesitylene/dioxane. The expected enol-imine (OH) form underwent irreversible proton tautomerism, and only the keto-enamine form was observed. Because of the irreversible nature of the total reaction and the absence of an imine bond in the system, TpPa-1 and TpPa-2 showed strong resistance toward acid (9 N HCl) and boiling water. Moreover, TpPa-2 showed exceptional stability in base (9 N NaOH) as well.

Original languageEnglish
Pages (from-to)19524-19527
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number48
DOIs
Publication statusPublished - 2012 Dec 5

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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