Skip to main content
Log in

New Epoxy Resin Polymerization Catalysts Based on N,N-Dimethylaminoalkylamides of Perfluoroalkanoic Acids

  • Macromolecular Compounds and Polymeric Materials
  • Published:
Russian Journal of Applied Chemistry Aims and scope Submit manuscript

Abstract

A series of N,N-dimethylaminoalkylamides of perfluorobutanoic and perfluoropentanoic acids were prepared, and the activity of these amides in curing of ED-20 commercial epoxy resin was studied. Data of differential thermal analysis and Fourier IR spectroscopy, taking into account the gel fraction content of the cured composites, show that the curing agent reactivity increases with an increase in the weight fraction of the hydrocarbon moiety and with a decrease in its fluorine content. Evaluation of the adhesion strength in gluing St.3 steel with amide-cured ED-20 epoxy resin shows that all the compounds synthesized ensure two times more efficient gluing compared to the resin cured with the standard curing agent, polyethylenepolyamine. In gluing of D16 aluminum alloy, the gluing efficiency, on the contrary, slightly decreases.

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

Access this article

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

Instant access to the full article PDF.

Scheme
Scheme
Fig. 1.
Fig. 2.

Similar content being viewed by others

Notes

  1. MVI (Measurement Procedure) 88-16358-95–2009: Determination of the Weight Fraction of Fluorine in Organic Compounds by the Spectrophotometric Method. Center for Shared Use “Spectroscopy and Analysis of Organic Compounds,” Certified by Sertimet Center for Metrology and Certification, Ural Branch, Russian Academy of Sciences, September 18, 2009.

REFERENCES

  1. Meng, F., Zhang, T., Liu, L., Cui, Y., and Wang, F., Surf. Coat. Technol., 2019, vol. 361, pp. 188–195. https://doi.org/10.1016/j.surfcoat.2019.01.037

    Article  CAS  Google Scholar 

  2. Ferdosian, F., Ebrahimi, M., and Jannesari, A., Thermochim. Acta, 2013, vol. 568, pp. 67–73. https://doi.org/10.1016/j.tca.2013.06.001

    Article  CAS  Google Scholar 

  3. Duan, H., Xu, X., Leng, K., Zhang, S., Han, Y., Gao, J., Yu, Q., and Wangm Z., J. Appl. Polym. Sci., 2021, vol. 138, ID 50792. https://doi.org/10.1002/app.50792

    Article  CAS  Google Scholar 

  4. Xiong, X., Zhou, L., Ren, R., Ma, X., and Chen, P., Polym. J., 2018, vol. 140, pp. 326–333. https://doi.org/10.1016/j.polymer.2018.02.043

    Article  CAS  Google Scholar 

  5. Parıldar, R.A. and Ibik, A.A.B., Prog. Org. Coat., 2013, vol. 76, no. 6, pp. 955–958. https://doi.org/10.1016/j.porgcoat.2012.10.019

    Article  CAS  Google Scholar 

  6. Rakhmatullina, A.P., Satbaeva, N.S., Cherezova, E.N., Izergina, A.S., Russ. J. Appl. Chem., 2020, vol. 93, no. 2, pp. 182–187. https://doi.org/10.1134/S1070427220020044 

    Article  CAS  Google Scholar 

  7. Pestov, A.V., Puzyrev, I.S., Mekhaev, A.V., Gorbunova, T.I., Saloutin, V.I., Smirnov, S.V., Vichuzhanin, D.I., and Matafonov, P.P., Russ. J. Appl. Chem., 2014, vol. 87, pp. 474–479. https://doi.org/10.1134/S10704272140400132 

    Article  CAS  Google Scholar 

  8. Xiong, X., Zhou, L., Ren, R., Ma, X., and Chen, P., Polym. J., 2018, vol. 140, pp. 326–333. https://doi.org/10.1016/j.polymer.2018.02.043

    Article  CAS  Google Scholar 

  9. López-Barajas, F., Ramos-DeValle, L.F., Sánchez-Valdes, S., Ramírez-Vargas, E., Martínez-Colunga, G., Espinoza-Martínez, A.B., Flores-Gallardo, S., Mendez-Nonell, J., Morales-Cepeda, A.B., Lozano-Ramirez, T., and Beltrán-Ramírez, F.I., Polym. Test., 2019, vol. 73, pp. 346–351. https://doi.org/10.1016/j.polymertesting.2018.11.043

    Article  CAS  Google Scholar 

  10. Arjunan, V., Rani, T., Santhanam, R., and Mohan, S., Spectrochim. Acta, Part A: Mol. Biomol. Spectrosc., 2012, vol. 96, pp. 24–34. https://doi.org/10.1016/j.saa.2012.05.012

    Article  CAS  Google Scholar 

  11. Rolere, S., Coulon, J.-F., and Poncin-Epaillard, F., Eur. Polym. J., 2017, vol. 91, pp. 61–69. https://doi.org/10.1016/j.eurpolymj.2017.03.053

    Article  CAS  Google Scholar 

  12. Tan, J., Liu, W., and Wang, Z., Prog. Org. Coat., 2017, vol. 105, pp. 353–361. https://doi.org/10.1016/j.porgcoat.2017.01.018

    Article  CAS  Google Scholar 

Download references

Funding

The study was performed within the framework of the government assignment for the Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences (theme АААА-А19-119012290116-9) using the equipment and internal references for measuring of the 1H and 19F chemical shifts of the Center for Shared Use “Spectroscopy and Analysis of Organic Compounds.” The shear strength of adhesive joints was measured within the framework of the government assignment for the Institute of Engineering Science, Ural Branch, Russian Academy of Sciences, (theme АААА-А18-118020790145-0) using the equipment of the Plastometry Center for Shared Use.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to V. A. Osipova.

Ethics declarations

The authors declare that they have no conflict of interest.

Additional information

Translated from Zhurnal Prikladnoi Khimii, No. 1, pp. 49–55, December, 2022 https://doi.org/10.31857/S0044461822010066

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Osipova, V.A., Gorbunova, T.I., Barabanov, M.A. et al. New Epoxy Resin Polymerization Catalysts Based on N,N-Dimethylaminoalkylamides of Perfluoroalkanoic Acids. Russ J Appl Chem 95, 53–58 (2022). https://doi.org/10.1134/S1070427222010074

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070427222010074

Keywords:

Navigation