1,4:3,6-Dianhydrohexitols: Original platform for the design of biobased polymers using robust, efficient, and orthogonal chemistry

✍ Scribed by Raytchev, Pascal Dimitrov (author);Besset, Céline (author);Fleury, Etienne (author);Pascault, Jean Pierre (author);Bernard, Julien (author);Drockenmuller, Eric (author)

• Book ID: 120365950
• Publisher: International Union of Pure and Applied Chemistry
• Year: 2012
• Tongue: English
• Weight: 460 KB
• Volume: 85
• Category: Article
• ISSN: 0033-4545
• DOI: 10.1351/PAC-CON-12-03-11

✦ Synopsis

1,4:3,6-Dianhydrohexitols (DAHs) are nontoxic and sustainable diols that have been extensively applied as monomers for the preparation of polymer materials by step-growth polymerization processes. The presence of two reactive alcohol groups was exploited to design a library of symmetric and asymmetric stereocontrolled alkyne- and/or azide-functionalized AA/BB and AB monomers suitable for thermal or copper(I)-catalyzed azide-alkyne cycloaddition (TAAC and CuAAC). Step-growth polymerization of these monomers yielded a series of linear polytriazoles as well as partially biosourced networks using a combination of AB + A~2~B~2~ derivatives. Characterization of the resulting materials allowed for the establishment of a thorough structure–property relationship emphasizing the impact of monomer stereochemistry and cycloaddition regioselectivity on materials properties.