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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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Publication details

The article was received on 16 Jun 2016, accepted on 17 Sep 2016 and first published on 19 Sep 2016


Article type: Edge Article
DOI: 10.1039/C6SC02640K
Citation: Chem. Sci., 2017,8, 1040-1045
  • Open access: Creative Commons BY license
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    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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