Abstract

Allyl saccharide/vinyl copolymers were synthesized using renewable feedstocks (α,α′-trehalose and d-glucose) to obtain ‘green monomers’. Properly designed synthetic procedures were used to obtain copolymers with high purity and without protection/deprotection steps in agreement with the principles of green chemistry and industrial sustainability. The use of saccharide derivatives as monomers allowed products to be obtained that showed high affinity and compatibility for the cellulosic substrates, like paper or wood, and that were suitable for applications like adhesion or consolidation in the field of cultural heritage. All reaction products were characterized by FT-IR and NMR spectroscopies and SEC analyses, while thermal properties were evaluated by DSC analyses.

Highlights

  • In the current scenario of dwindling fossil resources and growing environmental concerns connected to the use of fossil fuels, the interest of academia and industries focuses on renewable resources as an appealing alternative to produce energy, fuels and chemicals

  • The final product was a mixture of α and β methyl D-glucopyranoside (MG) as confirmed by 1H-NMR and 13C-NMR spectra

  • New synthetic biopolymers were synthesized starting from renewable resources, as α,α -trehalose and Dglucose, obtaining suitable products for applications like the adhesion or the consolidation of degraded works of art

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Summary

Introduction

In the current scenario of dwindling fossil resources and growing environmental concerns connected to the use of fossil fuels, the interest of academia and industries focuses on renewable resources as an appealing alternative to produce energy, fuels and chemicals. Some of them are analogous to widely used petroleum-based monomers (e.g. ethylene), some others are used to synthesize products which simulate the performances of existing petroleumbased polymers and, some are used to synthesize original materials with novel properties and applications [1]. Among the possible green monomers, carbohydrates are of great interest because they are inexpensive 2 and readily available. They are harmless to humans, have low environmental impact and present considerable stereochemical variety. The main strategies are the incorporation of saccharide-based units in the main chain of the polymer, like epoxy resins [2], polyesters, polyamides, polyurethanes and polyureas [3], or the synthesis of polymers having carbohydrate units as pendant groups [4,5,6]

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