Kandambeth, Sharath ; Mallick, Arijit ; Lukose, Binit ; Mane, Manoj V. ; Heine, Thomas ; Banerjee, Rahul (2012) Construction of Crystalline 2D Covalent Organic Frameworks with Remarkable Chemical (Acid/Base) Stability via a Combined Reversible and Irreversible Route Journal of the American Chemical Society, 134 (48). pp. 19524-19527. ISSN 0002-7863
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Official URL: http://doi.org/10.1021/ja308278w
Related URL: http://dx.doi.org/10.1021/ja308278w
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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| Keywords: | Covalent Organic Frameworks; Physical and Chemical Processes; Tautomerism; Organic Reactions; Stability. |
| ID Code: | 115872 |
| Deposited On: | 16 Mar 2021 09:25 |
| Last Modified: | 16 Mar 2021 09:25 |
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