Adhesion and Cohesion Differences between Catechol- and Pyrogallol-Functionalized Chitosan,Macromolecular Rapid Communications

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Adhesion and Cohesion Differences between Catechol- and Pyrogallol-Functionalized Chitosan
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2022-12-01 , DOI: 10.1002/marc.202200845
Suyoung Lee ₁ , Dong Soo Hwang _{1,

2,

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Affiliation

Marine-inspired phenolic compounds that exhibit underwater adhesion are used as biomedical adhesives under wet conditions. While these applications mainly use catechol and pyrogallol moieties that contain different numbers of hydroxyl groups on their benzene rings, how this difference affects adhesion and cohesion is not well understood. Herein, the chitosan backbone is functionalized with catechol and pyrogallol at similar modification rates (to give chitosan-catechol (CS-CA) and chitosan-pyrogallol (CS-GA), respectively) and their interaction energies are compared by using a surface forces apparatus (SFA). The phenolic moieties decrease the rigidity of the chitosan chain and increase solubility; consequently, CS-CA and CS-GA are more cohesive and adhesive than chitosan at pH 7.4. Moreover, the additional hydroxyl group of GA provides a further interacting chance; hence, CS-GA is more cohesive and adhesive than CS-CA. This study provides in-depth insight into interactions involving chitosan derivatives bearing introduced phenolic moieties that will help to develop biomedical adhesives.

中文翻译：

儿茶酚和邻苯三酚官能化壳聚糖之间的粘附力和内聚力差异

受海洋启发的酚类化合物具有水下粘合力，可在潮湿条件下用作生物医学粘合剂。虽然这些应用主要使用苯环上含有不同数量羟基的儿茶酚和连苯三酚部分，但这种差异如何影响粘附和内聚力尚不清楚。在此，壳聚糖主链用儿茶酚和连苯三酚以相似的修饰率进行功能化（分别得到壳聚糖-儿茶酚（CS-CA）和壳聚糖-连苯三酚（CS-GA）），并使用表面力装置比较它们的相互作用能（国家林业局）。酚部分降低了壳聚糖链的刚性并增加了溶解度；因此，在 pH 7.4 下，CS-CA 和 CS-GA 比壳聚糖更具内聚性和粘合性。此外，GA额外的羟基提供了进一步相互作用的机会；因此，CS-GA 比 CS-CA 更具内聚性和粘合性。这项研究深入了解了涉及带有引入酚部分的壳聚糖衍生物的相互作用，这将有助于开发生物医学粘合剂。

更新日期：2022-12-01

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