title: Highly efficient ring-opening reaction of azlactone-based copolymer platforms for the design of functionalized materials.
abstract: Azlactone-based homopolymers and copolymers were successfully synthesized using the reversible addition-fragmentation chain transfer (RAFT) process. The functional monomer 2-styryl-4,4-dimethylazlactone (SDA) was first homopolymerized in bulk then copolymerized with styrene, leading to (co)polymers with low polydispersity indices (PDI = 1.10-1.20). The reactive azlactone rings, located along the backbone of the copolymers were subjected to highly efficient ring-opening reactions with functionalized primary amine derivatives incorporating a fluorescent (naphthalene) or an electrochemical (ferrocene) probes, a biological fragment (glutathione), a sugar unit (β-cyclodextrin), or an oligomeric fluorinated moiety, leading to materials with various interesting properties.
authors.affiliation: Université Lille Nord de France, 59000 Lille, France, USTL, Unité des Matériaux Et Transformations (UMET, UMR 8207), Ingénierie des Systèmes polymères Team, 59655 Villeneuve d'Ascq Cedex, France.
authors.forename: Aurélie
authors.initials: A
authors.lastname: Laquièvre
authors.forename: Naomi S
authors.initials: NS
authors.lastname: Allaway
authors.forename: Joël
authors.initials: J
authors.lastname: Lyskawa
authors.forename: Patrice
authors.initials: P
authors.lastname: Woisel
authors.forename: Jean-Marc
authors.initials: JM
authors.lastname: Lefebvre
authors.forename: David
authors.initials: D
authors.lastname: Fournier
mesh_terms: D000588:Amines / Q000138:chemical synthesis; D004563:Electrochemistry; D057927:Hydrophobic and Hydrophilic Interactions; D009281:Naphthalenes / Q000138:chemical synthesis / Q000737:chemistry; D010080:Oxazoles / Q000737:chemistry*; D058105:Polymerization; D011137:Polystyrenes / Q000138:chemical synthesis* / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis; D013499:Surface Properties; D014867:Water / Q000737:chemistry; D047392:beta-Cyclodextrins / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000588:Amines; D009281:Naphthalenes; D010080:Oxazoles; D011137:Polystyrenes; D013438:Sulfhydryl Compounds; D047392:beta-Cyclodextrins; D014867:Water