Fluorescent ROMP Monomers and Copolymers for Biomedical Applications

• Published in: Macromolecular chemistry and physics Vol. 218; no. 21
• Main Authors: Riga, Esther K., Boschert, David, Vöhringer, Maria, Widyaya, Vania Tanda, Kurowska, Monika, Hartleb, Wibke, Lienkamp, Karen
• Format: Journal Article
• Language: English
• Published: Weinheim Wiley Subscription Services, Inc 01.11.2017
• Subjects: Biomedical materials; Chemical compounds; Chemical synthesis; Copolymerization; Coumarin; Fluorescence; fluorescent polymers; functionalization of polymers; Liquid chromatography; Metathesis; monomer synthesis; Monomers; NMR spectroscopy; Polymerization; ring‐opening metathesis polymerization (ROMP)
• ISSN: 1022-1352; 1521-3935
• DOI: 10.1002/macp.201700273

The synthesis and characterization of a series of green‐, blue‐, and red‐fluorescent exo‐oxanorbornene acid and imide monomers carrying nitrobenzofurazan, coumarin, and rhodamin B, respectively, as fluorophores are presented. These monomers carry oxanorbornene as polymerizable unit, and are readily copolymerized with bioactive functional oxanorbornene monomers by ring‐opening metathesis polymerization, as demonstrated by gel permeation chromatography and NMR spectroscopy. Due to the ease of synthesis of these monomers, and their cost‐effectiveness compared many to other fluorescent probes, they are useful for biomaterial applications. The cost‐effective synthesis of three fluorescent oxanorbornene monomers carrying nitrobenzofurazan (green), coumarin (blue), and rhodamin B (red) as fluorophores, their polymerization by ring‐opening metathesis polymerization, and their use in material applications are presented.