Thermal and Photoresponsive Studies of Starch Modified with 2-(5-(4-Dimethylamino-benzylidine)-4-oxo-2-thioxo-thiazolidin-3-yl)acetic Acid

Ambily Chandran,Tessymol Mathew,Sunny Kuriakose

doi:10.1155/2012/356563

Ambily Chandran, Tessymol Mathew + Show 1 more

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https://doi.org/10.1155/2012/356563

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Abstract

The present study describes the synthesis of a chromophoric system 2-(5-(4-dimethylamino-benzylidin)-4-oxo-2-thioxo-thiazolidin-3-yl)acetic acid and its incorporation into starch through esterification of the hydroxyl group by the free carboxyl function of the chromophoric system by DCC coupling. The products were characterized by UV-visible, fluorescence, FT-IR, and NMR spectroscopic methods. The newly developed system was subjected to photoresponsive studies such as light absorption, light stabilization and fluorescence emission. The free chromophoric system and the coupled product were also subjected to thermal analysis. The results show that modification enhances the light absorption and light fastening properties of the chromophoric system. Thermal stability of the polymeric system greatly enhances on attaching the chromophoric system. In view of these results the newly developed system is proposed as a nature friendly, green, and photoactive product which could find application in dyes, inks, paints, and so forth.

Highlights

Starch is an inexpensive commodity that has been used for food and many nonfood purposes for centuries
The green, nature friendly starch functionalized with 2-(5-(4-dimethylaminobenzylidin)-4-oxo-2-thioxo-thiazolidin-3-yl)-acetic acid is a novel photoresponsive system and reported in the present paper for the first time
The end hydroxyl functionalities of starch were esterified with the free carboxyl group of 2-(5-(4-dimethylamino-benzylidin)-4-oxo-2-thioxo-thiazolidin-3-yl)acetic acid through DCC coupling using DMAP as the catalyst (Scheme 2)

Summary

Introduction

Starch is an inexpensive commodity that has been used for food and many nonfood purposes for centuries. One of the main polysaccharides in the world, has been paid much attention because of its biodegradability and abundance as a renewable resource. It has been widely used as a raw material for biodegradable plastics. Amylopectin, on the other hand, has a linear arrangement of glucose molecules which includes, at regular intervals, a different kind of linkage between two adjacent glucoses. This different linkage results in the formation of a branched structure and an overall treelike shape for this molecule.

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