t-Butyl-oxycarbonylated diamines as building blocks for isocyanate-free polyurethane/urea dispersions and coatings

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Abstract

t-Butyl-oxycarbonylated diamines ("di-Boc-carbamates") are investigated as dicarbamate monomers for diamine/dicarbamate polymerizations. Polyureas (PUs) and polyurethanes (PURs) with high molecular weights are prepared from stoichiometric polymerizations of diamines or diols with N-N'-di-t-butyl-oxycarbonyl isophorone diamine (DiBoc-IPDC) using KOt-Bu as a catalyst, while gelation is observed when an excess of DiBoc-IPDC is used with respect to the diamines or diols. Stable dispersions are obtained from PUs and PURs with 3,3'-diamino-N-methyldipropylamine (DMDPA) as internal dispersing agent. The corresponding PU-based coatings exhibit superior mechanical properties and solvent resistances compared to the polyurethane urea coatings synthesized from diols, DiBoc-IPDC, and DMDPA.

Original languageEnglish
Article number1800004
Number of pages6
JournalMacromolecular Rapid Communications
Volume39
Issue number9
DOIs
Publication statusPublished - 1 May 2018

Keywords

  • Boc-carbamates
  • Coating properties
  • High molecular weights
  • Isocyanate-free
  • Polyureas
  • Polyurethanes/chemistry
  • Polymerization
  • Alcohols/chemistry
  • Diamines/chemistry
  • Polymers/chemistry
  • Isocyanates/chemistry
  • Urea/chemistry
  • Catalysis
  • Macromolecular Substances/chemistry

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