Stable azlactone-functionalized nanoparticles prepared from thermoresponsive copolymers synthesized by RAFT polymerization

Martin E. Levere, Hien The Ho, Sagrario Pascual, Laurent Fontaine

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37 Citations (Scopus)

Abstract

A new class of stable azlactone-functionalized thermoresponsive nanoparticles have been synthesized and characterized. Such particles are based on well-defined copolymers of poly(N-isopropylacrylamide) (PNIPAM), poly(N,N-dimethylacrylamide) (PDMA) and poly(2-vinyl-4,4-dimethylazlactone) (PVDM) copolymers synthesized using reversible addition-fragmentation chain transfer (RAFT) polymerization. A well-defined PNIPAM macromolecular RAFT agent and a PDMA macromolecular RAFT agent of low polydispersities (PDIs = 1.04-1.12) were used to mediate the copolymerizations of DMA/VDM and of NIPAM/VDM, respectively, resulting in copolymers of Mn ranging from 19500 g mol-1 to 64600 g mol-1 and PDIs ranging from 1.04 to 1.20. Depending on the number-average polymerization degrees of NIPAM, DMA and VDM, lower critical solution temperatures (LCSTs) ranging from 36 °C to 44 °C were measured. Two block copolymers PNIPAM46-b-P(VDM 6-co-DMA65) and PDMA23-b-P(VDM 10-co-NIPAM46) have a LCST that occurs at the physiological temperature. Above the LCST, the resulting nanoparticles were covalently stabilized by reacting a diamine with azlactone rings. The size exclusion chromatography (SEC) analyses revealed that all unimers are incorporated into the core-crosslinked structures and into the shell-crosslinked structures. This new strategy of crosslinking nanoparticles based on thermoresponsive copolymers is of particular interest as it is highly efficient. The azlactone groups remaining in core-crosslinked nanoparticles are suitable to react with dansylhydrazine as shown by SEC analysis using UV detection.

Original languageEnglish
Pages (from-to)2878-2887
Number of pages10
JournalPolymer Chemistry
Volume2
Issue number12
DOIs
Publication statusPublished - 1 Dec 2011

ASJC Scopus subject areas

  • Bioengineering
  • Biochemistry
  • Polymers and Plastics
  • Organic Chemistry

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