Multifunctional Hydrogel with Good Structure Integrity, Self-Healing, and Tissue-Adhesive Property Formed by Combining Diels-Alder Click Reaction and Acylhydrazone Bond

ACS Appl Mater Interfaces. 2015 Nov 4;7(43):24023-31. doi: 10.1021/acsami.5b06896. Epub 2015 Oct 23.

Abstract

Hydrogel, as a good cartilage tissue-engineered scaffold, not only has to possess robust mechanical property but also has to have an intrinsic self-healing property to integrate itself or the surrounding host cartilage. In this work a double cross-linked network (DN) was designed and prepared by combining Diels-Alder click reaction and acylhydrazone bond. The DA reaction maintained the hydrogel's structural integrity and mechanical strength in physiological environment, while the dynamic covalent acylhydrazone bond resulted in hydrogel's self-healing property and controlled the on-off switch of network cross-link density. At the same time, the aldehyde groups contained in hydrogel further promote good integration of the hydrogel to surrounding tissue based on aldehyde-amine Schiff-base reaction. This kind of hydrogel has good structural integrity, autonomous self-healing, and tissue-adhesive property and simultaneously will have a good application in tissue engineering and tissue repair field.

Keywords: Diels−Alder click chemistry; dynamic covalent chemistry; hydrogel; pH responsive; self-healing; tissue-adhesive.

MeSH terms

  • Adhesives
  • Animals
  • Cartilage / pathology
  • Click Chemistry / methods*
  • Cross-Linking Reagents / chemistry
  • Cycloaddition Reaction
  • Hyaluronic Acid / chemistry
  • Hydrazones / chemistry*
  • Hydrogels / chemistry*
  • Hydrogen-Ion Concentration
  • Magnetic Resonance Spectroscopy
  • Phase Transition
  • Polymers / chemistry
  • Sodium / chemistry
  • Stress, Mechanical
  • Swine
  • Tissue Adhesions
  • Tissue Adhesives
  • Tissue Engineering / methods
  • Tissue Scaffolds / chemistry*

Substances

  • Adhesives
  • Cross-Linking Reagents
  • Hydrazones
  • Hydrogels
  • Polymers
  • Tissue Adhesives
  • Hyaluronic Acid
  • Sodium