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Synthesis and Optical Properties of Phthalonitrile Oligomers

Published online by Cambridge University Press:  21 March 2011

ZoHong Tsai
Affiliation:
Center for Advanced Materials Department of Chemistry, University of Massachusetts LowellLowell, MA 01854-2881
Daniel J. Sandman
Affiliation:
Center for Advanced Materials Department of Chemistry, University of Massachusetts LowellLowell, MA 01854-2881
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Abstract

Phthalonitrile and its derivatives react with Tin(II) reagents to give intensely colored linear oligomers. Structures are proposed for the oligomers based on elemental analysis, infrared, 1H and 13C spectra, and mass spectra. Stannous chloride has two kinds of properties, reducing reagent and Lewis acid. Tin(II) alkoxide initiates phthalonitrile oligomeriaztion when excess alkoxide is present. The mass spectrum indicates a chain length of at least a hexamer. In semi-empirical AM1 calculations, the helical conformation of a pentamer is indicated to be more stable than a linear conformation. The position of the electronic spectral maximum can be controlled by different kinds of reaction conditions and solution absorption and emission spectra were recorded.

Type
Research Article
Copyright
Copyright © Materials Research Society 1999

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