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Issue 2, 2017
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Steric ploy for alternating donor–acceptor co-assembly and cooperative supramolecular polymerization

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Abstract

The presence of a bulky peripheral wedge destabilizes the homo-assembly of an amide functionalized acceptor (A) monomer and thereby enables the formation of an alternating supramolecular copolymer with an amide appended donor (D) monomer via the synergistic effect of H-bonding and the charge-transfer (CT) interaction with a remarkably high Ka of 31 000 M−1. In sharp contrast, H-bonding driven homo-polymers of A and D are formed by just replacing the bulky chains of the A monomer with linear hydrocarbons. By taking advantage of the clear difference in the critical temperature for the onset of the AA or DD homo-assemblies and DA co-assembly (TDATAA or TDD), the supramolecular polymerization pathway of the NDI-monomer could be fully diverted from isodesmic to cooperative in the presence of a small amount of DAN which helped the in situ production of nucleating sites involving the D–A CT-complex at a relatively higher temperature and the subsequent chain growth at TAA following the nucleation-elongation model.

Graphical abstract: Steric ploy for alternating donor–acceptor co-assembly and cooperative supramolecular polymerization

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Supplementary files

Article information


Submitted
16 Jun 2016
Accepted
17 Sep 2016
First published
19 Sep 2016

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2017,8, 1040-1045
Article type
Edge Article

Steric ploy for alternating donor–acceptor co-assembly and cooperative supramolecular polymerization

S. Chakraborty, H. Kar, A. Sikder and S. Ghosh, Chem. Sci., 2017, 8, 1040
DOI: 10.1039/C6SC02640K

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