4.2 Article

Dopamine-Initiated Photopolymerization for a Versatile Catechol-Functionalized Hydrogel

Journal

ACS APPLIED BIO MATERIALS
Volume 4, Issue 8, Pages 6268-6279

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acsabm.1c00564

Keywords

mussel-inspired polymer; dopamine-initiated photopolymerization; metal-catechol complexation; medical adhesive; antifouling property

Funding

  1. Ministry of Science and Technology [MOST 106-2622-E-008-009-CC2, 108-2221-E-008 -062 -MY3, 108-2628-E-008 -006 -MY3, 109-3111-8-008-001]
  2. NCU-Covestro Research Center
  3. Veterans General Hospitals and University System of Taiwan Joint Research Program [VGHUST109-V4-1-1, VGHUST109-V4-1-2]

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This study developed a one-pot strategy for fabrication of functional catecholic hydrogels using dopamine as a photoinitiator. Various experimental techniques were utilized to investigate the polymerization mechanism and the effects of experimental conditions on the hydrogels, resulting in the demonstration of unique properties of the hydrogels.
Biomimetic catechol-functionalized hydrogels have attracted substantial attention due to their potential in a variety of biomedical applications, such as tissue repair and regeneration, drug delivery, and antimicrobial and antifouling applications. In this study, a one-pot strategy for fabrication of functional catecholic hydrogels using dopamine as a photoinitiator was developed. Under UV irradiation in an acidic solution, dopamine generates free radicals, likely semiquinone radicals, to trigger the addition polymerization, following pseudo-first-order kinetics. The dopamine-initiated photopolymerization provides a straightforward and facile approach and, in addition, prevents the undesirable oxidation to catecholic groups. Superhydrophilic sulfobetaine methacrylate (SBMA) was applied for developing biocompatible hydrogels. H-1 nuclear magnetic resonance, UV-vis spectroscopy, gel permeation chromatography, and rheological studies were conducted to explore the polymerization mechanism and optimal experimental conditions in terms of pH, UV doses, and the concentration of dopamine. The unique properties of the resultant catecholfunctionalized pSBMA hydrogels were demonstrated by enhanced mechanical properties through metal-catechol complexation, selfhealing and injectable capability, high adhesiveness, and fouling resistance. Consequently, the synthetic strategy to design catecholic hydrogels can leverage the use of dopamine in a variety of applications.

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