4.7 Article

An environmentally benign post-polymerization functionalization strategy towards unprecedented poly(vinylamine) polyHIPEs

Journal

POLYMER CHEMISTRY
Volume 12, Issue 8, Pages 1155-1164

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0py01677b

Keywords

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Funding

  1. Ministry of Education, Science and Technology of the Republic of Slovenia
  2. Slovenian Research Agency [P2-0145]
  3. Fonds de la Recherche Scientifique (F.R.S.-FNRS)

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The study presents a method for producing interconnected highly porous poly(vinylamine) monoliths with a high degree of amine-functionalization through post-polymerization hydrolysis. This strategy preserves the features of polyHIPE and exhibits pH-responsive swelling and water absorption behavior, making the resulting poly(vinylamine)-polyHIPEs promising candidates for metal ion capture. The post-functionalization strategy is attractive for producing high-density, primary amine-functionalized 3D-interconnected porous organic foams with potential applications in various fields.
Interconnected highly porous poly(vinylamine) monoliths are produced by post-polymerization hydrolysis of emulsion-templated poly(N-vinylformamide) polyHIPEs (polymerized high internal phase emulsions). Unlike previous work, in which polyHIPEs were amine-functionalized only to a small extent, our approach includes the hydrolysis of the formyl groups of the highly porous poly(N-vinylformamide) monolith, resulting in an exceptionally high degree of amine-functionalization, i.e. up to 10 mmol of primary amine functional groups per gram or 12 mmol of nitrogen per gram of polyHIPE. Importantly, this post-polymerization functionalization strategy preserves the polyHIPE features, such as morphology, porosity and three-dimensional (3D) interconnectivity and is carried out without the use of hazardous organic solvents, toxic amine reagents or catalysts. The resulting poly(vinylamine)-polyHIPEs exhibit pH-responsive swelling and water absorption behaviour and prove to be promising candidates for metal ion capture. Overall, the reported post-functionalization strategy is attractive for the production of unprecedented, high-density, primary amine-functionalized 3D-interconnected porous organic foams, materials of great interest for further derivatization and use in numerous applications.

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