Chemo-enzymatic synthesis of a levoglucosenone-derived bi-functional monomer and its ring-opening metathesis polymerization in the green solvent Cyrene™. Issue 47 (25th November 2020)

• Record Type: Journal Article
• Authors: Fadlallah, Sami; Peru, Aurélien A. M.; Longé, Lionel; Allais, Florent
• Is Part Of: Polymer chemistry. Volume 11:Issue 47(2020)
• Page Start: 7471
• Page End: 7475
• Publication Date: 2020-11-25
• Subjects: Polymers -- Periodicals; Macromolecules -- Periodicals; Polymerization -- Periodicals; 547.705
• DOI: 10.1039/d0py01471k
• Languages: English
• ISSNs: 1759-9954

Abstract

Abstract : The levoglucosenone-based norbornenes family was extended to include a new bi-functional methacrylate monomer that, upon ROMP in Cyrene™, leads to polymers with pendent methacrylate moieties which can be modified by post-polymerization reactions. Abstract : The quite recent, yet quickly expanding, norbornene-levoglucosenone-based monomer family was extended to include a novel bi-functional methacrylate monomer that can be readily synthesized through a chemo-enzymatic pathway. The norbornene moiety was selectively polymerized via ring-opening metathesis polymerization (ROMP) under ambient conditions where Cyrene™ was explored for the first time as a green bio-alternative organic solvent for ROMP reactions. The activity of the metathesis catalysts was finely tuned in Cyrene™, versus common and toxic solvents such as dichloromethane, resulting in highly thermostable functional polymers with a T d5% up to 401 °C and a T g of −16.8 °C.