Fast-Curing Mussel-Inspired Adhesive Derived from Vegetable Oil

ACS Appl Bio Mater. 2021 Feb 15;4(2):1360-1368. doi: 10.1021/acsabm.0c01245. Epub 2021 Jan 25.

Abstract

The development of functional materials based on renewable resources is of great significance in today's resource shortage. Here, we present an effective way to synthesize a mussel-inspired adhesive from acrylated epoxidized soybean oil (AESO), a renewable and commercially available small molecular material with a molecular weight around 1200 Da, by a one-step esterification reaction with the affordable 3,4-dihydroxybenzoic acid (DHA). By taking advantages of both the double bond and the catechol moiety presented in this small molecular adhesive, a short curing time was achieved with UV irradiation. An average bonding strength around 1.4 MPa at a curing time of only around 10 min on a glass substrate was observed, which reached 3.1 MPa (average 2.8 MPa) at a curing time of 2 h under ambient conditions. The curing time is much shorter, and the bonding strength is obviously stronger than the conditions where conventional oxidation agents such as IO4- or oxidation/coordination agents such as Fe3+ are used as the curing agent. Furthermore, the AESO-g-DHA can be used as an underwater adhesive, and an appreciable bonding strength up to 0.64 MPa was observed, which is superior than most of currently known commercialized glues. Given that the adhesive could be synthesized from low-cost renewable resources in one step, it might be a potential candidate for large-scale practical application.

Keywords: acrylated epoxidized soybean oil; adhesive; catechol; light cured; mussel inspired.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adhesives / chemistry*
  • Animals
  • Biomimetic Materials / chemistry*
  • Bivalvia*
  • Iron
  • Materials Testing
  • Molecular Structure
  • Periodic Acid
  • Plant Oils / chemistry*
  • Ultraviolet Rays

Substances

  • Adhesives
  • Plant Oils
  • Periodic Acid
  • metaperiodate
  • Iron