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Australian Journal of Chemistry Australian Journal of Chemistry Society
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RESEARCH ARTICLE

1,4,7-Tricarboxymethyl-1,4,7-triazacyclononane Copper Catalyzed Oxidative Polymerization to Form Poly(2,6-dimethyl-1,4-phenylene oxide) in Water

Sweta Pant 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(3) 502-506 https://doi.org/10.1071/CH09562
Submitted: 21 October 2009  Accepted: 12 November 2009   Published: 26 March 2010

Abstract

The copper(II) complex of the water soluble ligand 1,4,7-tricarboxymethyl-1,4,7-triazacyclononane has been employed as a catalyst for the oxidative polymerization of 2,6-dimethylphenol using alkaline water as the solvent. With this catalytic system, the polymer, poly(2,6-dimethyl-1,4-phenylene oxide), was successfully obtained with suppression of the formation of the quinone by-product, 4-(3,5-dimethyl-4-oxo-2,5-cyclo-hexadienylidene)-2,6-dimethyl-2,5-cyclohexadienone, during the polymerization process.


Acknowledgement

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


References


[1]   Anastas P. T., Warner J. C., Green Chemistry: Theory and Practice 1998 (Oxford University Press: London).

[2]   P. Gamez, S. Gupta, J. Reedijk, C. R. Chim. 2007, 10,  295.
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