Design, synthesis and computational modelling of aromatic tweezer-molecules as models for chain-folding polymer blends

Greenland, Barnaby W, Burattini, Stefano, Hayes, Wayne and Colquhoun, Howard M (2008) Design, synthesis and computational modelling of aromatic tweezer-molecules as models for chain-folding polymer blends. Tetrahedron, 34 (63). pp. 8346-8354. ISSN 0040-4020

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Abstract

Novel ‘tweezer-type’ complexes that exploit the interactions between p-electron-rich pyrenyl groups and p-electron deficient diimide units have been designed and synthesised. The component molecules leading to complex formation were accessed readily from commercially available starting materials through short and efficient syntheses. Analysis of the resulting complexes, using the visible charge- transfer band, revealed association constants that increased sequentially from 130 to 11,000 M 1 as increasing numbers of p–p-stacking interactions were introduced into the systems. Computational modelling was used to analyse the structures of these complexes, revealing low-energy chain-folded conformations for both components, which readily allow close, multiple p–p-stacking and hydrogen bonding to be achieved. In this paper, we give details of our initial studies of these complexes and outline how their behaviour could provide a basis for designing self-healing polymer blends for use in adaptive coating systems.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Subjects: Q Science > QD Chemistry
Depositing User: Barnaby Greenland
Date Deposited: 20 Apr 2018 08:02
Last Modified: 02 Jul 2019 16:01
URI: http://sro.sussex.ac.uk/id/eprint/75263

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