Snehasish Mondal

Triptycene based 1,2,3-triazole linked network polymers (TNPs): small gas storage and selective CO2 capture

Herein, facile synthesis and characterization of four triazole linked network polymers (TNPs) in high yields is described. These nitrogen rich polymers are derived using a “click” reaction between 2,6,14-triazido triptycene and various di- or triethynyl comonomers. The TNPs are microporous and exhibit high surface area (SABET up to 1348 m2 g−1). Due to the incorporation of the 1,2,3-triazole motif (a CO2-philic moiety), the TNPs record moderate to high CO2 uptake (up to 4.45 mmol g−1 at 273 K and 1 bar). The TNPs also show very good CO2/N2 (up to 48) and CO2/CH4 (8–9) selectivity. While the highest storage capacity has been registered by TNP4 (CO2 4.45 mmol g−1 at 273 K and 1 bar, CH4 23.8 mg g−1, H2 1.8 wt%), the highest CO2/N2 and CO2/CH4 selectivity is shown by TNP3 which contains additional nitrogen rich building blocks in the form of heteroaromatic pyrazine rings. These results suggest that TNPs are porous materials with potential practical application in gas storage and separation.

Triptycene based organosoluble polyamides: synthesis, characterization and study of the effect of chain flexibility on morphology

Synthesis of new triptycene-containing polyamides (TPAs) using 2,6-diaminotriptycene and various aromatic and aliphatic dicarboxylates (Yamazaki–Higashi phosphorylation polyamidation) is described. The effect of the polymer backbone flexibility on the surface morphology of the respective polymer is studied. Polyamides thus prepared are organosoluble and have relatively low solution viscosities (0.18–0.5 dL g−1). TGA indicated that triptycene polyamides containing aliphatic chains are thermally less stable than the wholly aromatic triptycene polyamides. These polyamides may be categorized as self-extinguishing materials. FTIR spectroscopy studies show that hydrogen bonding interactions are weaker in wholly aromatic polyamides (TPA1–TPA3) relative to those in semi-aromatic polyamides (TPA4–TPA6). FE-SEM images of TPAs show that replacement of aromatic dicarboxylates with aliphatic dicarboxylates results in a drastic change in the morphology of the polyamides.

Synthesis, characterization and DNA interaction studies of new triptycene derivatives

Summary A facile and efficient synthesis of a new series of triptycene-based tripods is being reported. Using 2,6,14- or 2,7,14-triaminotriptycenes as synthons, the corresponding triazidotriptycenes were prepared in high yield. Additionally, we report the transformation of 2,6,14- or 2,7,14-triaminotriptycenes to the corresponding ethynyl-substituted triptycenes via their tribromo derivatives. Subsequently, derivatization of ethynyl-substituted triptycenes was studied to yield the respective propiolic acid and ethynylphosphine derivatives. Characterization of the newly functionalized triptycene derivatives and their regioisomers were carried out using FTIR and multinuclear NMR spectroscopy, mass spectrometry, and elemental analyses techniques. The study of the interaction of these trisubstituted triptycenes with various forms of DNA revealed interesting dependency on the functional groups of the triptycene core to initiate damage or conformational changes in DNA.