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Reactions of phthalonitriles with carbohydrates and alkali: phthalocyanine and oligomer formation

Center for Advanced Materials, Department of Chemistry, University of Massachusetts Lowell, Lowell, MA 01854-2881, USA

and

Center for Advanced Materials, Department of Chemistry, University of Massachusetts Lowell, Lowell, MA 01854-2881, USA

Corresponding author, Center for Advanced Materials, Department of Chemistry, University of Massachusetts Lowell, Lowell, MA 01854-2881, USA.

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https://doi.org/10.1002/jpp.363Cited by:7 (Source: Crossref)

Abstract

Reducing sugars and sodium hydroxide react with phthalonitrile and 4-methoxyphthalonitrile to form mixtures of the phthalocyanine and oligomers. The oligomers, obtained in yields up to 54%, were deduced to have a structure that is predominantly polyazine with the o-cyanophenyl group as a substituent from elemental analysis and spectral data. Since carbohydrate related compounds lacking the reducing linkage gave no products, it is suggested that the observed reactions require the α-hydroxycarbonyl grouping.

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