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Synthesis of high metal‐complexation linear elastomers containing sym‐ 1,2,4,5‐tetrazine rings
Author(s) -
Sayed Abdelwahed R.,
Wiggins Jeffrey S.
Publication year - 2009
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.30931
Subject(s) - tetrazine , polymer chemistry , polymer , elastomer , polyurethane , metal , polymerization , materials science , covalent bond , chemistry , organic chemistry
We report the synthesis of polyurethane‐urea elastomers containing 1,2,4,5‐tetrazine covalently reacted within the main chains of the polymers. Our study investigates the synthesis of 3,6‐diamino‐1,2,4,5‐tetrazine (DAT), the polymerization reaction conditions for reacting DAT into the backbone of segmented polyurethane elastomers, and the metal‐complexation capabilities of tetrazine‐containing elastomers with cobalt (II) chloride. Tetrazines are highly colored and electro‐active heterocyclic moieties, which have a very high electron affinity which make them reducible at high to very high potentials. Upon complexation with metals, we observed a strong color shift of the polymers from deep red to blue indicating the binding efficacy for the polymers. We quantified the metal‐complexation capability of the tetrazine elastomers and determined a molar ratio of approximately two metal atoms per tetrazine allowing us to provide a plausible complexation mechanism for the active polymers. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009