Organobase triggered controlled supramolecular ring opening polymerization and 2D assembly

Chakraborty, Anwesha ; Ghosh, Goutam ; Pal, Deep Sankar ; Varghese, Shinto ; Ghosh, Suhrit (2019) Organobase triggered controlled supramolecular ring opening polymerization and 2D assembly Chemical Science, 10 (31). pp. 7345-7351. ISSN 2041-6520

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Official URL: http://doi.org/10.1039/C9SC01972C

Related URL: http://dx.doi.org/10.1039/C9SC01972C

Abstract

A carboxylic acid appended naphthalene-diimide (NDI) derivative spontaneously aggregates in decane to generate a kinetically controlled product with irregular fibrillar morphology. By fine-tuning the sample preparation conditions, the carboxylic acid group can be trapped by intra-molecular H-bonds with the adjacent imide carbonyl, which retards the spontaneous aggregation. In the presence of a catalytic amount of a non-nucleophilic organic base (DBU or DMAP), the meta-stable monomer exhibits supramolecular polymerization through a thermodynamically controlled pathway involving simultaneous H-bonding and π-stacking and generates ultra-thin 2D nano-sheets. DMAP/DBU helps in ring-opening of the intra-molecularly H-bonded monomer and in situ breeds the free acid, which, beyond a critical concentration, initiates controlled supramolecular ring opening polymerization (SROP) via the chain-growth mechanism. The 2D polymer acts as a macro-initiator for subsequent two cycles of SROP and produces laterally extended ultra-thin nano-sheets.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry
ID Code:126069
Deposited On:17 Oct 2022 11:28
Last Modified:17 Oct 2022 11:28

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