Degradable Polyphosphoramidate via Ring-Opening Metathesis Polymerization

Yifei Liang, Hao Sun*, Wei Cao, Matthew P. Thompson, Nathan C. Gianneschi

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

We report the synthesis of a degradable polyphosphoramidate via ring-opening metathesis polymerization (ROMP) with the Grubbs initiator (IMesH2)(C5H5N)2(Cl)2Ru═CHPh. Controlled ROMP of a low ring strain diazaphosphepine-based cyclic olefin was achieved at low temperatures to afford well-defined polymers that readily undergo degradation in acidic conditions via the cleavage of the acid-labile phosphoramidate linkages. The diazaphosphepine monomer was compatible in random and block copolymerizations with phenyl and oligo(ethylene glycol) bearing norbornenes. This approach introduced partial or complete degradability into the polymer backbones. With this chemistry, we accessed amphiphilic poly(diazaphosphepine-norbornene) copolymers that could be used to prepare micellar nanoparticles.

Original languageEnglish (US)
Pages (from-to)1417-1422
Number of pages6
JournalACS Macro Letters
Volume9
Issue number10
DOIs
StatePublished - Oct 20 2020

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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