Facile synthesis of functional polyperoxides by radical alternating copolymerization of 1,3-dienes with oxygen

Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]
Eriko Sato, Akikazu Matsumoto

Abstract

We have developed a facile synthesis of degradable polyperoxides by the radical alternating copolymerization of 1,3-diene monomers with molecular oxygen at an atmospheric pressure. In this review, the synthesis, the degradation behavior, and the applications of functional polyperoxides are summarized. The alkyl sorbates as the conjugated 1,3-dienes gave a regiospecific alternating copolymer by exclusive 5,4-addition during polymerization and the resulting polyperoxides decomposed by the homolysis of a peroxy linkage followed by successive beta-scissions. The preference of 5,4-addition was well rationalized by theoretical calculations. The degradation of the polyperoxides occurred with various stimuli, such as heating, UV irradiation, a redox reaction with amines, and an enzyme reaction. The various functional polyperoxides were synthesized by following two methods, one is the direct copolymerization of functional 1,3-dienes, and the other is the functionalization of the precursor polyperoxides. Water soluble polyperoxides were also prepared, and the LCST behavior and the application to a drug carrier in the drug delivery system were investigated. In order to design various types of degradable polymers and gels we developed a me...Continue Reading

References

Jan 26, 2008·Organic & Biomolecular Chemistry·Hiromitsu MaedaYukio Kusunose
Sep 25, 2009·Bioconjugate Chemistry·Tamami FujiokaAkikazu Matsumoto

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Citations

Dec 14, 2011·Journal of Biomaterials Science. Polymer Edition·Sunirmal PalPriyadarsi De
Apr 12, 2011·Organic & Biomolecular Chemistry·Naruki TanakaAkikazu Matsumoto
Aug 18, 2010·ACS Applied Materials & Interfaces·Eriko SatoAkikazu Matsumoto

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