Telechelic aminooxy polystyrene synthesized by ATRP and ATR coupling

Jordan T. Kopping, Zachary P. Tolstyka, Heather D. Maynard

Research output: Contribution to journalArticlepeer-review

61 Scopus citations

Abstract

Aminooxy α- and α,ω-end-functionalized polystyrene were synthesized via atom transfer radical polymerization (ATRP) and atom transfer radical (ATR) coupling. A 1-bromoethylphenyl initiator possessing an N-hydroxyphthalimide group was used for copper-mediated ATRP of styrene. The polymerization kinetics indicated good control with high initiator efficiency, and the resulting polymers had polydispersity indices (PDIs) as low as 1.12. N-Hydroxyphthalimide - polystyrene was then dimerized using Cu(0)-mediated ATR coupling, and GPC results indicated high coupling efficiency. Hydrazine deprotection of both the α and α,ω-end-functionalized polystyrene to the aminooxy groups was confirmed by 1H NMR spectroscopy. End-group reactivity was verified by reaction with 4-bromobenzaldehyde to form the oxime linkages.

Original languageEnglish (US)
Pages (from-to)8593-8599
Number of pages7
JournalMacromolecules
Volume40
Issue number24
DOIs
StatePublished - Nov 27 2007

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