Cyclodextrins in Polymer Synthesis: Free Radical Polymerization of β-Cyclodextrin Complexes of Photosensitive Mesoionic 6-Oxo-1,6-dihydropyrimidin-3-ium-4-olates in Aqueous Medium

✍ Scribed by Alexander Theis; Helmut Ritter

• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: English
• Weight: 190 KB
• Volume: 204
• Category: Article
• ISSN: 1022-1352
• DOI: 10.1002/macp.200390103

✦ Synopsis

Abstract

Solid mesoionic 2‐[2‐(isopropenylcarbonyloxy)ethylthio]‐1‐methyl‐6‐oxo‐3‐phenyl‐5‐propyl‐1,6‐dihydropyrimidin‐3‐ium‐4‐olate was complexed in water using β‐cyclodextrin (β‐CD) and randomly methylated β‐CD, which resulted in polymerizable complexes with 2:1 stoichiometry. The β‐CD complex was characterized using ^1^H NMR, ROESY NMR and UV spectroscopy. Polymerization of the complex prepared from methylated β‐CD led to a photosensitive polymer, which precipitated during polymerization and was nearly free of CD. Polymerization was carried out with a water‐soluble redox initiator. In addition, a copolymer with methyl methacrylate was prepared from the complexes, which showed a different mass‐dependent distribution in the incorporation in comparison to a copolymer prepared without CD in organic solvents.

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