4.7 Article

ADMET and TAD chemistry: a sustainable alliance

Journal

POLYMER CHEMISTRY
Volume 7, Issue 36, Pages 5655-5663

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6py01144f

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Funding

  1. Special Research Fund (BOF) of Ghent University
  2. Research Foundation-Flanders (FWO)
  3. Belgian Program on Interuniversity Attraction Poles
  4. Belgian State, the Prime Minister's office [P7/05]

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A versatile, additive-free post-polymerisation functionalisation method for acyclic diene metathesis (ADMET) derived polymers, utilising 1,2,4-triazoline-3,5-dione (TAD) chemistry, is reported. Several diene monomers have been synthesised starting from 10-undecenoic acid derivatives and subsequently polymerised via ADMET polymerisation reaction. Post-polymerisation functionalisation of the polyunsaturated macromolecules with several substituted TAD compounds was shown to achieve full conversions within 6 hours. Also, the functionalised polymers could be chemically crosslinked with a bivalent triazolinedione crosslinker. The glass transition temperature of the resulting materials could be tuned by varying the degree of functionalisation, the polymer backbone, the TAD substituent and the crosslinking density.

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