Skip to main content

Advertisement

SpringerLink
Log in

Effects of dopamine-containing curing agents on the water resistance of epoxy adhesives

  • Original Paper
  • Published:
Journal of Materials Science Aims and scope Submit manuscript

Abstract

Epoxy adhesive as an engineering material has more and more applications in industry. But to date, water resistance of the adhesive is still a very difficult problem to be solved. By mimicking mussel adhesive proteins, dopamine (DA) was applied as one of the two curing agents of epoxy adhesive to improve the water resistance of the adhesive, and the other was phenethylamine (PEA). The effects of the contents of DA on both adhesion property and water absorption of epoxy/PEA/DA adhesives were investigated in detail. The results of lap shear test (LST) showed that the adhesion strength of the epoxy adhesives after the introduction of proper amount of DA was still up to 7 MPa even after the sample was immersed in water for over 230 days. And then the effects of metal ions Zn(II) and Fe(III) on the adhesion properties of the epoxy adhesives were also further studied. It was found that the adhesion strength of the adhesives, when the content of DA was no more than 5 wt%, can be further increased through the complexation of a small quantity of ferric ions with DA. The coordination mechanism of catechol with Fe(III) ions in the system has been investigated by both UV/Vis spectra and XRD curves. The results testified that more bis-catecholate complexes form at high DA: Fe ratios and thus the adhesives have higher cohesion strength for having more regular structures after curing. In a word, the introductions of proper amount of DA and metal ion endow the epoxy adhesive better water resistance and excellent adhesion properties.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9

Similar content being viewed by others

References

  1. Popineau S, Rondeau-Mouro C, Sulpice-Gaillet C et al (2005) Free/bound water absorption in an epoxy adhesive. Polymer 46(24):10733–10740

    Article  Google Scholar 

  2. Oudad W, Madani K, Bouiadjra B et al (2012) Effect of humidity absorption by the adhesive on the performances of bonded composite repairs in aircraft structures. Compos B Eng 43(8):3419–3424

    Article  Google Scholar 

  3. Khashaba UA, Aljinaidi A, Hamed MA (2015) Development of CFRE composite scarf adhesive joints with SiC and Al2O3 nanoparticle. Compos Struct 128:415–427

    Article  Google Scholar 

  4. Ting JAS, Rosario LMD, Lacdan MC et al (2013) Enhanced adhesion of epoxy-bonded steel surfaces using O2/Ar microwave plasma treatment. Int J Adhes Adhes 40:64–69

    Article  Google Scholar 

  5. Gude MR, Prolongo SG, Urena A (2013) Hygrothermal ageing of adhesive joints with nanoreinforced adhesives and different surface treatments of carbon fibre/epoxy substrates. Int J Adhes Adhes 40:179–187

    Article  Google Scholar 

  6. Meis N, van der Ven LGJ, van Benthem R et al (2014) Extreme wet adhesion of a novel epoxy-amine coating on aluminum alloy 2024-T3. Prog Org Coat 77(1):176–183

    Article  Google Scholar 

  7. Liu X, Wang Y, Cao Y et al (2011) Study of dextrin-derived curing agent for waterborne epoxy adhesive. Carbohydr Polym 83(3):1180–1184

    Article  Google Scholar 

  8. Yu J, Wei W, Danner E et al (2011) Effects of interfacial redox in mussel adhesive protein films on mica. Adv Mater 23(20):2362–2366

    Article  Google Scholar 

  9. Lim S, Choi YS, Kang DG et al (2010) The adhesive properties of coacervated recombinant hybrid mussel adhesive proteins. Biomaterials 31(13):3715–3722

    Article  Google Scholar 

  10. Peng Y, Zheng Z, Sun P et al (2013) Synthesis and characterization of polyphenol-based polyurethane. New J Chem 37(3):729–734

    Article  Google Scholar 

  11. Tsai WB, Chen WT, Chien HW et al (2011) Poly(dopamine) coating of scaffolds for articular cartilage tissue engineering. Acta Biomater 7(12):4187–4194

    Article  Google Scholar 

  12. Waite JH, Tanzer ML (1981) Polyphenolic substance of Mytilus edulis: novel adhesive containing l-dopa and hydroxyproline. Science 212(4498):1038–1040

    Article  Google Scholar 

  13. Ye Q, Zhou F, Liu W (2011) Bioinspired catecholic chemistry for surface modification. Chem Soc Rev 40(7):4244–4258

    Article  Google Scholar 

  14. Yu M, Hwang J, Deming TJ (1999) Role of L-3, 4-dihydroxyphenylalanine in mussel adhesive proteins. J Am Chem Soc 121(24):5825–5826

    Article  Google Scholar 

  15. White JD, Wilker J (2011) Underwater bonding with charged polymer mimics of marine mussel adhesive proteins. Macromolecules 44(13):5085–5088

    Article  Google Scholar 

  16. Pan XD, Qin Z, Yan Y et al (2010) Elastomers with chain-end mussel-mimetic modification for nanocomposites: strong modifications to reinforcement and viscoelastic properties. Polymer 51(15):3453–3461

    Article  Google Scholar 

  17. Bernard J, Branger C, Beurroies I et al (2012) Catechol immobilized on crosslinked polystyrene resins by grafting or copolymerization: incidence on metal ions adsorption. React Funct Polym 72(1):98–106

    Article  Google Scholar 

  18. Gao C, Li G, Xue H et al (2010) Functionalizable and ultra-low fouling zwitterionic surfaces via adhesive mussel mimetic linkages. Biomaterials 31(7):1486–1492

    Article  Google Scholar 

  19. Shao H, Stewart RJ (2010) Biomimetic underwater adhesives with environmentally triggered setting mechanisms. Adv Mater 22(6):729–733

    Article  Google Scholar 

  20. Kaur S, Weerasekare GM, Stewart RJ (2011) Multiphase adhesive coacervates inspired by the sandcastle worm. ACS Appl Mater Interfaces 3(4):941–944

    Article  Google Scholar 

  21. Chen S, Cao Y, Feng J (2013) Polydopamine as an efficient and robust platform to functionalize carbon fiber for high-performance polymer composites. ACS Appl Mater Interfaces 6(1):349–356

    Article  Google Scholar 

  22. Lee W, Lee JU, Byun JH (2015) Catecholamine polymers as surface modifiers for enhancing interfacial strength of fiber-reinforced composites. Compos Sci Technol 110:53–61

    Article  Google Scholar 

  23. Deming TJ (1999) Mussel byssus and biomolecular materials. Curr Opin Chem Biol 3(1):100–105

    Article  Google Scholar 

  24. Matos-Pérez CR, White JD, Wilker J (2012) Polymer composition and substrate influences on the adhesive bonding of a biomimetic, cross-linking polymer. J Am Chem Soc 134(22):9498–9505

    Article  Google Scholar 

  25. Rajh T, Chen LX, Lukas K et al (2002) Surface restructuring of nanoparticles: an efficient route for ligand-metal oxide crosstalk. J Phys Chem B 106(41):10543–10552

    Article  Google Scholar 

  26. Li SC, Chu LN, Gong XQ et al (2010) Hydrogen bonding controls the dynamics of catechol adsorbed on a TiO2 (110) surface. Science 328(5980):882–884

    Article  Google Scholar 

  27. Dalsin JL, Lin L, Tosatti S et al (2005) Protein resistance of titanium oxide surfaces modified by biologically inspired mPEG-DOPA. Langmuir 21(2):640–646

    Article  Google Scholar 

  28. Charkoudian LK, Franz KJ (2006) Fe(III)-coordination properties of neuromelanin components: 5,6-dihydroxyindole and 5,6-dihydroxyindole-2-carboxylic acid. Inorg Chem 45(9):3657–3664

    Article  Google Scholar 

Download references

Acknowledgements

The project support from Dow Chemical Co. is gratefully acknowledged. And the research was supported by the Shanghai Municipal Commission of Economy and Informatization Project (No. JMJH2014018).

Author information

Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai, 200240, People’s Republic of China

    Fei Dai, Feng Chen, Chunlin Hu, Xinling Wang & Zhen Zheng

  2. Dow Chemical China Company Limited, 936 Zhangheng Road, Shanghai, 201203, People’s Republic of China

    Tao Wang & Shaoguang Feng

Authors
  1. Fei Dai
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Feng Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Tao Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Shaoguang Feng
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Chunlin Hu
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Xinling Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Zhen Zheng
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Zhen Zheng.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 813 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Dai, F., Chen, F., Wang, T. et al. Effects of dopamine-containing curing agents on the water resistance of epoxy adhesives. J Mater Sci 51, 4320–4327 (2016). https://doi.org/10.1007/s10853-016-9743-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10853-016-9743-8

Keywords

Search

Navigation