Ring opening metathesis polymerisation of a new bio-derived monomer from itaconic anhydride and furfuryl alcohol

Yinjuan Bai; Mario De bruyn; James H. Clark; Jennifer R. Dodson; Thomas J. Farmer; Mathilde Honoré; Ian D. V. Ingram; Mohamed Naguib; Adrian C. Whitwood; Michael North

doi:10.1039/C6GC00623J

Ring opening metathesis polymerisation of a new bio-derived monomer from itaconic anhydride and furfuryl alcohol†

Yinjuan Bai,^ab Mario De bruyn,^a James H. Clark,^a Jennifer R. Dodson,^a Thomas J. Farmer,*^a Mathilde Honoré,^ac Ian D. V. Ingram,^a Mohamed Naguib,^ad Adrian C. Whitwood^a and Michael North^a

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* Corresponding authors

^a Department of Chemistry, University of York, Heslington, York, UK
E-mail: thomas.farmer@york.ac.uk

^b Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an, Shaanxi 710127, PR China

^c Institut National des Sciences Appliquées, Avenue de l'Université, 76800 Saint-Étienne-du-Rouvray, France

^d Polymer & Pigments Department, National Research Centre, Cairo, Egypt

Abstract

A new oxa-norbornene bio-based lactone obtained from the 100% atom economic reaction of furfuryl alcohol and itaconic anhydride via a tandem Diels–Alder addition and lactonisation is presented. Esterification of the resulting acid gives a monomer for the production of a bio-based polymer with low polydispersity and well controlled molecular weight via ring-opening metathesis polymerisation (ROMP).

Green Chemistry

Ring opening metathesis polymerisation of a new bio-derived monomer from itaconic anhydride and furfuryl alcohol†

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Ring opening metathesis polymerisation of a new bio-derived monomer from itaconic anhydride and furfuryl alcohol

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