Skip to main content
Log in

Elaboration of double emulsion-based polymeric capsules for fragrance

  • Invited Article
  • Published:
Colloid and Polymer Science Aims and scope Submit manuscript

Abstract

We aim at encapsulating fragrances made of a variety of lipophilic species to slow down their diffusion. Our strategy is to develop capsules by polymerizing the water intermediate phase of an oil-in-water-in-oil double emulsion. In other terms, our system consists in a direct emulsion of fragrance (O1) in a water phase (W) containing monomer, initiator, and cross-linker. To obtain the double emulsion, this direct emulsion, stabilized by a hydrophilic surfactant, is itself dispersed in an external lipophilic solvent used in perfumery (O2) and stabilized by a lipophilic surfactant. Polymerization of the intermediate water phase aims at obtaining a 3D network. Differently from nowadays-proposed capsules, this strategy allows polymerization only taking place in the water phase rather in the phase containing the fragrance. Moreover, the obtained 3D network is supposed to play the role of an effective barrier limiting the diffusion of the inner lipophilic species towards either the external solvent or air. Such an approach implies the combination of a formulation step to elaborate the double emulsion using two antagonistic surfactants, a hydrophilic one and a lipophilic one, and of the polymerization of the intermediate phase. Insertion of the polymerizable species in the double emulsion shall not destabilize it. Some monomers exhibiting interfacial affinity and interfering with the formulation of the double emulsion have to be avoided. By varying the nature of the monomers and the cross-linker to monomer ratio, capsules with high encapsulation efficiencies and with various mechanical properties have been obtained.

Graphical abstract

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.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12
Fig. 13
Fig. 14

Similar content being viewed by others

References

  1. Doane WM (1992) Encapsulation of pesticides in starch by extrusion. Ind Crop Prod 1(2–4):83–87. https://doi.org/10.1016/0926-6690(92)90004-F

    Article  CAS  Google Scholar 

  2. Tsuiji K (2001) Microencapsulation of pesticides and their improved handling safety. J Microencapsul 18(2):137–147. https://doi.org/10.1080/026520401750063856

    Article  Google Scholar 

  3. Zuidam, N.J. and V.A. Nedović, Encapsulation technologies for active food ingredients and food processing. Encapsulation Technologies for Active Food Ingredients and Food Processing 2010. 1–400

  4. Nelson G (2002) Application of microencapsulation in textiles. Int J Pharm 242(1–2):55–62. https://doi.org/10.1016/S0378-5173(02)00141-2

    Article  CAS  PubMed  Google Scholar 

  5. Singh MN, Hemant KSY, Ram M, Shivakumar HG (2010) Microencapsulation: a promising technique for controlled drug delivery. Research in Pharmaceutical Sciences 5(2):65–77

    CAS  PubMed  PubMed Central  Google Scholar 

  6. Konuklu Y, Ostry M, Paksoy HO, Charvat P (2015) Review on using microencapsulated phase change materials (PCM) in building applications. Energy and Buildings 106:134–155. https://doi.org/10.1016/j.enbuild.2015.07.019

    Article  Google Scholar 

  7. Warr, J., T. Ribaut, E. Aussant, O. Antony, and S. Fraser, New microcapsules 2013, Patent EP20130305075 (A2)

  8. Warr, J., T. Ribaut, O. Anthony, and S. Fraser, Microcapsules, 2015, Patent EP2832442 (A1)

  9. Warr, J., T. Ribaut, O. Anthony, and S. Fraser, Microcapsules, 2015, Patent EP2832441 (A1)

  10. Warr, J., T. Ribaut, O. Anthony, and S. Fraser, Microcapsules, 2015, Patent EP2832440 (A1)

  11. Jahns, E., D. Boeckh, W. Bertleff, and P. Neumann, Microcapsule preparations and detergents and cleaning agents containing microcapsules, 2005, Patent Brevet US 6951836 B2

  12. Jahns, E. and B. Dames, Microcapsules, the production and use thereof, 1997, Patent Brevet US 5596051

  13. Jacquemond M, Jeckelmann N, Ouali L, Haefliger OP (2009) Perfume-containing polyurea microcapsules with undetectable levels of free isocyanates. J Appl Polym Sci 114(5):3074–3080. https://doi.org/10.1002/app.30857

    Article  CAS  Google Scholar 

  14. Kuo S-W, Kao H-C, Chang F-C (2003) Thermal behavior and specific interaction in high glass transition temperature PMMA copolymer. Polymer 44(22):6873–6882. https://doi.org/10.1016/j.polymer.2003.08.026

    Article  CAS  Google Scholar 

  15. Bancroft, W.D., The theory of emulsification, V. The Journal of Physical Chemistry, 1913. 17(6): p. 501–519

  16. Mabille C, Leal-Calderon F, Bibette J, Schmitt V (2003) Monodisperse fragmentation in emulsions: mechanisms and kinetics. Europhysics Letters (EPL) 61(5):708–714. https://doi.org/10.1209/epl/i2003-00133-6

    Article  CAS  Google Scholar 

  17. Mabille C, Schmitt V, Gorria P, Leal Calderon F, Faye V, Deminière B, Bibette J (2000) Rheological and shearing conditions for the preparation of monodisperse emulsions. Langmuir 16(2):422–429. https://doi.org/10.1021/la990850w

    Article  CAS  Google Scholar 

  18. Stasse M, Laurichesse E, Ribaut T, Anthony O, Héroguez V, Schmitt V (2020) Formulation of concentrated oil-in-water-in-oil double emulsions for fragrance encapsulation. Colloids Surf A Physicochem Eng Asp 592:124564

    Article  Google Scholar 

  19. Nollet M, Laurichesse E, Besse S, Soubabère O, Schmitt V (2018) Determination of formulation conditions allowing double emulsions stabilized by PGPR and sodium caseinate to be used as capsules. Langmuir 34(8):2823–2833. https://doi.org/10.1021/acs.langmuir.7b04085

    Article  CAS  PubMed  Google Scholar 

  20. Taylor P (1998) Ostwald ripening in emulsions. Adv Colloid Interf Sci 75(2):107–163

    Article  CAS  Google Scholar 

  21. Rodrigues SN, Martins IM, Fernandes IP, Gomes PB, Mata VG, Barreiro MF, Rodrigues AE (2009) Scentfashion®: Microencapsulated perfumes for textile application. Chemical Engineering Journal 149(1):463–472. https://doi.org/10.1016/j.cej.2009.02.021

    Article  CAS  Google Scholar 

  22. Stasse M, Ribaut T, Schmitt V, Héroguez V (2019) Encapsulation of lipophilic fragrance by polymerization of the intermediate aqueous phase of an oil-in-water-in-oil (O/W/O) double emulsion. Polym Chem 10:4154–4162. https://doi.org/10.1039/C9PY00528E

    Article  CAS  Google Scholar 

  23. Stasse, M., E. Laurichesse, M. Vandroux, T. Ribaut, V. Héroguez, and V. Schmitt, Cross-linking of double oil-in-water-in-oil emulsions: a powerful way to obtain microcapsules for with attractive mechanical properties, application to fragrance encapsulation. submitted

Download references

Acknowledgments

The authors would like to thank Olivier Anthony for fruitful discussions, Eric Laurichesse for his technical support, Maud Bassereau for her support in interpreting some GC chromatograms, and Takasago Europe Perfumery Laboratory for assembling the fragrances.

Funding

This study received financial support from the ANRT, Takasago Europe Perfumery Laboratory, CNRS, Université de Bordeaux, and INP (contract number 2014/1309).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Valérie Héroguez or Véronique Schmitt.

Ethics declarations

Conflict of interest

The authors declare that they have no conflict of interest.

Additional information

Publisher’s note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Electronic supplementary material

ESM 1

(DOCX 293 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Stasse, M., Ribaut, T., Héroguez, V. et al. Elaboration of double emulsion-based polymeric capsules for fragrance. Colloid Polym Sci 299, 179–191 (2021). https://doi.org/10.1007/s00396-020-04702-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00396-020-04702-8

Keywords

Navigation