z-logo
Premium
Hydrogen‐bonded supramolecular polymers as self‐healing hydrogels: Effect of a bulky adamantyl substituent in the ureido‐pyrimidinone monomer
Author(s) -
Chirila Traian V.,
Lee Hui Hui,
Oddon Mathieu,
Nieuwenhuizen Marko M. L.,
Blakey Idriss,
Nicholson Timothy M.
Publication year - 2014
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.39932
Subject(s) - self healing hydrogels , polymer chemistry , substituent , copolymer , monomer , supramolecular polymers , polymerization , materials science , supramolecular chemistry , hydrogen bond , polymer , radical polymerization , chemistry , molecule , organic chemistry , composite material
In an attempt to generate supramolecular assemblies able to function as self‐healing hydrogels, a novel ureido‐pyrimidinone (UPy) monomer, 2‐( N ′ ‐methacryloyloxyethylureido)‐6‐(1‐adamantyl)‐4[1 H ]‐pyrimidinone, was synthesized and then copolymerized with N,N ‐dimethylacrylamide at four different feed compositions, using a solution of lithium chloride in N,N ‐dimethylacetamide as the polymerization medium. The assembling process in the resulting copolymers is based on crosslinking through the reversible quadruple hydrogen bonding between side‐chain UPy modules. The adamantyl substituent was introduced in order to create a “hydrophobic pocket” that may protect the hydrogen bonds against the disruptive effect of water molecules. Upon hydration to equilibrium, all copolymers generated typical hydrogels when their concentration in the hydrated system was at least 15%. The small‐deformation rheometry showed that all hydrated copolymers were hydrogels that maintained a solid‐like behavior, and that their extrusion through a syringe needle did not affect significantly this behavior, suggesting a self‐healing capacity in these materials. An application as injectable substitutes for the eye's vitreous humor was proposed. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014 , 131 , 39932.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here