Reaction scheme: synthesis of repeatedly re-bondable adhesive for underwater use from D5907 and M2282 by polymerization

Catechol-Containing Methacrylate Monomer for Biomimetic Adhesives

3,4-Dihydroxyphenethyl methacrylate (D6660) is a catechol-containing methacrylate monomer used for synthesizing biomimetic materials. Mussels adhere to rocks and other surfaces in the sea using a catechol-containing protein called mussel adhesive protein, and numerous adhesives mimicking this function have been reported for medical and underwater applications.³) Polymers obtained from D6660 show excellent adhesion in water and low toxicity, and the adhesive prepared from this monomer with co-monomer M0591 is suited to applications requiring high bonding strength.²) The bonding strength of adhesives using D6660 is comparable to that of adhesives using N-(3,4-Dihydroxyphenethyl)methacrylamide (D5907), which has been used to introduce the catechol moiety. Because D6660 possesses ester bonds, improved biodegradability can be expected. For underwater use, D5907 with co-monomer M2282 enables repeatedly re-bondable adhesives.¹)

Reaction scheme: synthesis of repeatedly re-bondable adhesive for underwater use from D5907 and M2282 by polymerization
Source: TCI brochure FF222
Reaction scheme: synthesis of adhesive with high bonding strength from D6660 and M0591 by radical polymerization
Source: TCI brochure FF222

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References

  1. Y. Zhao et al., Nat. Commun. 2017, 8, 2218. doi:10.1038/s41467-017-02387-2
  2. T. Fujita et al., ACS Appl. Polym. Mater. 2023, 5, 3230. doi:10.1021/acsapm.3c00365
  3. P. Huang et al., Adv. Mater. 2025, in published. doi:10.1002/adma.202501542
  4. D. Gupta et al., RSC Appl. Polym. 2025, 3, 1145. doi:10.1039/D5LP00173K
  5. Y. Chen et al., ACS Macro Lett. 2018, 7, 904. doi:10.1021/acsmacrolett.8b00434

Download TCI brochure Catechol-Containing Monomers for the Development of Biomimetic Materials (PDF)

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