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首页> 外文期刊>Journal of Applied Polymer Science >Hydrogen-bonded supramolecular polymers as self-healing hydrogels: Effect of a bulky adamantyl substituent in the ureido-pyrimidinone monomer
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Hydrogen-bonded supramolecular polymers as self-healing hydrogels: Effect of a bulky adamantyl substituent in the ureido-pyrimidinone monomer

机译：氢键超分子聚合物作为自修复水凝胶：脲基-嘧啶酮单体中庞大的金刚烷基取代基的作用

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摘要

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[1H]-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.
机译：为了产生能够起自愈水凝胶作用的超分子组装体，新的脲基-嘧啶酮（UPy）单体2-（N'-甲基丙烯酰氧基乙基脲基）-6-（1-金刚烷基）-4 [1H]-嘧啶酮合成出N-N-二甲基乙酰胺，然后将其与氯化N，N-二甲基乙酰胺的溶液作为聚合介质，以四种不同的进料组成与N，N-二甲基丙烯酰胺共聚。所得共聚物的组装过程基于通过侧链UPy模块之间可逆的四重氢键进行交联。引入金刚烷基取代基是为了产生可保护氢键免受水分子破坏作用的“疏水口袋”。水合至平衡后​​，当其在水合体系中的浓度至少为15％时，所有共聚物均会生成典型的水凝胶。小变形流变法表明，所有水合共聚物都是保持凝胶状行为的水凝胶，并且它们通过注射器针头的挤出不会显着影响该行为，表明这些材料具有自我修复能力。提出了一种可替代眼睛的玻璃体液的应用。

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