Organobase Triggered Controlled Supramolecular Ring Opening Polymerization and 2D Assembly

Overview

Journal Chem Sci

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2019 Oct 8

PMID 31588301

Citations 6

Authors

Anwesha Chakraborty

Goutam Ghosh

Deep Sankar Pal

Shinto Varghese

Suhrit Ghosh

Affiliations

Soon will be listed here.

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 breeds the free acid, which, beyond a critical concentration, initiates controlled supramolecular ring opening polymerization (SROP) 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.

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