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Contents Vol 63(4)

Solid-State Photoreversible Polymerization of n-Alkyl-Linked Bis-Thymines using Non-Covalent Polymer-Templating

Priscilla Johnston A , Milton T.W. Hearn A and Kei Saito A B
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A Centre for Green Chemistry, Monash University, Clayton, Vic. 3800, Australia.

B Corresponding author. Email: kei.saito@sci.monash.edu.au

Australian Journal of Chemistry 63(4) 631-639 https://doi.org/10.1071/CH09619
Submitted: 30 November 2009  Accepted: 19 January 2010   Published: 8 April 2010

Abstract

Procedures derived from bioinspired mechanisms are increasingly being used to create novel materials based on the principles of green chemistry. Thymine, a nucleic acid base in DNA, has the propensity to both hydrogen bond and photodimerize. Photodimerization of thymine occurs when irradiated at wavelengths of >270 nm and can be reversed by irradiation at wavelengths of <250 nm. In this investigation, n-alkyl-linked bis-thymines have been supramolecularly aligned with poly(vinyl pyrrolidone) templates by non-covalent hydrogen bonding, and photopolymerized in the solid state. Photo-depolymerization of the products was performed to complete the reversible polymerization.


Acknowledgement

The financial support of the Monash University Faculty of Science Early Career Research Fund and Australian Research Council is gratefully acknowledged. We also thank Professor Roy Jackson, Dr Tony Patti, and Dr Warwick Raverty for fruitful discussions.


References


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