4.4 Article

One-pot Synthesis of 1-Vinyl-2-pyrrolidone with Protic Functional Groups in 3-Position

Journal

MACROMOLECULAR CHEMISTRY AND PHYSICS
Volume 210, Issue 22, Pages 1973-1978

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/macp.200900306

Keywords

copolymerization; crosslinking; functionalization of polymers; poly(vinyl pyrrolidone)

Funding

  1. Consejo Superior de Investigaciones Cientificas (CSIC), Spain
  2. Ministerio de Ciencia a Innovacion
  3. [MAT 2007-63355]
  4. [MAT 2005-01179]

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A synthetic route that allows modification of 1-vinyl-2-pyrrolidone with an alcohol or thiol group in its 3-position in a one-pot reaction without using protecting groups is described. The strategy used to achieve this goal is the reaction of the carboxamide anion of 1-vinyl-2-pyrrolidone with cyclic precursors of these functionalities. It is furthermore shown that VP-monomers functionalized with OH groups are suitable for the preparation of the corresponding copolymers with pure VP. As a second application of the new compounds, we also describe the synthesis of the first asymmetric crosslinker based on VP.

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