Sustainable polyacetals from isohexides

Literature Information

Publication Date 2014-04-25
DOI 10.1039/C4GC00543K
Impact Factor 10.182
Authors

B. S. Rajput, S. R. Gaikwad, S. K. Menon, S. H. Chikkali


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Abstract

A single step synthetic protocol to access a small family of renewable diacetals was established. The resultant chiral diacetals are valuable building blocks in pharmaceuticals and materials science. To demonstrate their synthetic competence, isohexide-diacetals (2a–c) were subjected to acetal metathesis polymerization and the corresponding polymers (poly2a–c) were isolated as white solids with molecular weights in the range 3200–27 600 (g mol−1). The semi-crystalline polymers displayed glass transition temperatures between 38–65 °C and melting temperatures in the range 103–156 °C. The isohexide derived polyacetals are stable under practical washing and rinsing conditions but degrade in slightly acidic media.

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