Skip to main content
Log in

Entrapment of ethyl vanillin in calcium alginate and calcium alginate/poly(vinyl alcohol) beads

  • Original Paper
  • Published:
Chemical Papers Aims and scope Submit manuscript

Abstract

Electrostatic extrusion was applied to the encapsulation of 3-ethoxy-4-hydroxybenzaldehyde (ethyl vanillin) in calcium alginate and calcium alginate/poly(vinyl alcohol) beads. The calcium alginate/poly(vinyl alcohol) hydrogel spheres were formed after contact with the cross-linker solution of calcium chloride, followed by the freeze-thaw method for poly(vinyl alcohol) gel formation. The entrapment of aroma in beads was investigated by FTIR and thermal analysis (thermogravimetry/differential thermal gravimetry; TGA/DTG). The mass loss in the temperature range of 150–300°C is related to degradation of the matrix and the release of ethyl vanillin. According to the DTG curve, the release of ethyl vanillin occurs at about 260°C. TGA measurements of the stored samples confirmed that formulations were stable for a period of one month. FTIR analysis provides no evidence for chemical interactions between flavour and alginate that would alter the nature of the functional groups in the flavour compound.

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.

Similar content being viewed by others

References

  • Bezbradica, D., Matic, G., Obradovic, B., Nedovic, V., Leskosek-Cukalovic, I., & Bugarski, B. (2004). Immobilization of brewing yeast in PVA/alginate micro beads using electrostatic droplet generation. Hemijska Industrija, 58, 118–120.

    Article  Google Scholar 

  • Chan, E. S., Lee, B. B., Ravindra, P., & Poncelet, D. (2009). Prediction models for shape and size of Ca-alginate macrobeads produced through extrusion-dripping method. Journal of Colloid and Interface Science, 338, 63–72. DOI: 10.1016/j.jcis.2009.05.027.

    Article  CAS  Google Scholar 

  • Doria-Serrano, M. C., Ruiz-Treviño, F. A., Rios-Arciga, C., Hernández-Esparza, M., & Santiago, P. (2001). Physical characteristics of poly(vinyl alcohol) and calcium alginate hydrogels for immobilization of activated sludge. Biomacromolecules, 2, 568–574. DOI: 10.1021/bm015514k.

    Article  CAS  Google Scholar 

  • Gonzáles-Baró, A. C., Parajón-Costa, B. S., Franca, C. A., & Pis-Diez, R. (2008). Theoretical and spectroscopic study of vanillic acid. Journal of Molecular Structure, 889, 204–210. DOI: 10.1016/j.molstruc.2008.01.049.

    Article  Google Scholar 

  • Hassan, C. M., & Peppas, N. A. (2000). Structure and applications of poly(vinyl alcohol) hydrogels produced by conventional crosslinking or by freezing/thawing methods. Advances in Polymer Science, 153, 37–65. DOI: 10.1007/3-540-46414-x 2.

    Article  CAS  Google Scholar 

  • Lai, F., Loy, G., Manconi, M., Manca, L. M., & Fadda, A. M. (2007). Artemisia arborescens l essential oil loaded beads: Preparation and Characterization. AAPS PharmSciTech, 8, E126–E132. DOI: 10.1208/pt0803067.

    Article  Google Scholar 

  • Lange, N. A. (1999). Thermodynamic properties. In J. A. Dean (Ed.), Lange’s Handbook of chemistry (pp. 545–701). New York, NY, USA: McGraw-Hill.

    Google Scholar 

  • Laurienzo, P., Malinconico, M., Motta, A., & Vicinanza, A. (2005).Synthesis and characterization of a novel alginate-poly(ethylene glycol) graft polymer. Carbohydrate Polymers, 62, 274–282. DOI: 10.1016/j.carbpol.2005.08.005.

    Article  CAS  Google Scholar 

  • Lee, H. C., Oh, B. D., Bae, S. W., Kim, M. H., Lee, J. Y., & Song, I. S. (2003). Partial nucleate boiling on the microscale heater maintaining constant wall temperature. Journal of Nuclear Science and Technology, 40, 768–774. DOI: 10.1080/18811248.2003.9715418.

    Article  CAS  Google Scholar 

  • Lyn, M. E., & Ying, D. Y. (2010). Drying model for calcium alginate beads. Industrial & Engineering Chemistry Research, 49, 1986–1990. DOI: 10.1021/ie901451m.

    Article  CAS  Google Scholar 

  • Manojlovic, V., Rajic, N., Djonlagic, J., Obradovic, B., Nedovic, V., & Bugarski, B. (2008). Application of electrostatic extrusion — flavour encapsulation and controlled release. Sensors, 8, 1488–1496. DOI: 10.3390/s8031488.

    Article  CAS  Google Scholar 

  • Mohamad Ibrahim, M. N., Sipaut, C. S., & Mohamad Yusof, N. N. (2009). Purification of vanillin by a molecular imprinting polymer technique. Separation and Purification Technology, 66, 450–456. DOI: 10.1016/j.seppur.2009.02.010.

    Article  Google Scholar 

  • Nuttelman, C. R., Mortisen, D. J., Henry, S. M., & Anseth, K. S. (2001). Attachment of fibronectin to poly(vinyl alcohol) hydrogels promotes NIH3T3 cell adhesion, proliferation, and migration. Journal of Biomedical Materials Research, 57, 217–223. DOI: 10.1002/1097-4636(200111)57:2<217::AIDJBM1161>3.0.CO;2-I.

    Article  CAS  Google Scholar 

  • Parikh, A., & Madamwar, D. (2006). Partial characterization of extracellular polysaccharides from cyanobacteria. Biore source Technology, 97, 1822–1827. DOI: 10.1016/j.biortech.2005.09.008.

    Article  CAS  Google Scholar 

  • Perry, J. H. (1950). Chemical engineer’s handbook (4th ed.). New York, NY, USA: McGraw-Hill.

    Google Scholar 

  • Ricciardi, R., Auriemma, F., Gaillet, C., De Rosa, C., & Lauprêtre, F. (2004). Investigation of the crystallinity of freeze/thaw poly (vinyl alcohol) hydrogels by different techniques. Macromolecules, 37, 9510–9516. DOI: 10.1021/ma048418v.

    Article  CAS  Google Scholar 

  • Rocha de Oliveira, A. A., Silva Gomide, V., Leite, M. F., Mansur, H. S., & Pereira, M. M. (2009). Effect of polyvinyl alcohol content and after synthesis neutralization on structure, mechanical properties and cytotoxity of sol-gel derived hybrid foams. Materials Research, 12, 239–244. DOI: 10.1590/s1516-14392009000200021.

    CAS  Google Scholar 

  • Roczniak, C., Biernacka, T., & Skarżyński, M. (1983). Some properties and chemical structure of phenolic resins and their derivatives. Journal of Applied Polymer Science, 28, 531–542 DOI: 10.1002/app.1983.070280209.

    Article  CAS  Google Scholar 

  • Singh, B., Sharma, D. K., & Gupta. A. (2009). A study towards release dynamics of thiram fungicide from starch-alginate beads to control environmental and health hazards. Journal of Hazardous Materials, 161, 208–216. DOI: 10.1016/j.jhazmat.2008.03.074.

    Article  CAS  Google Scholar 

  • Vauchel, P., Leroux, K., Kaas, R., Arhaliass, A., Baron, R., & Legrand, J. (2009). Kinetics modeling of alginate alkaline extraction from Laminaria digitata. Bioresource Technology, 100, 1291–1296. DOI: 10.1016/j.biortech.2008.03.005.

    Article  CAS  Google Scholar 

  • Vieira, E. F. S., Cestari, A. R., de Santos, E. B., & Rezende, C. X. (2006). Measurement of cation binding to immobilized vanillin by isothermal calorimetry. Journal of Colloid and Interface Science, 298, 74–78. DOI: 10.1016/j.jcis.2005.12.021.

    Article  CAS  Google Scholar 

  • Zheng, D., Hu, C., Peng, Y., & Hu, S. (2009). A carbon nanotube /polyvanillin composite film as an electrocatalyst for the electrochemical oxidation of nitrite and its application as a nitrite sensor. Electrochimica Acta, 54, 4910–4915. DOI: 10.1016/j.electacta.2009.04.004.

    Article  CAS  Google Scholar 

  • Zuidam, N. J., & Shimoni, E. (2010). Overview of microencapsulates for use in food products or processes and methods to make them. In N. J. Zuidam, & V. A. Nedovic (Eds.), Encapsulation technologies for food active ingredients and food processing (pp. 3–29). Dordrecht, The Netherlands: Springer.

    Chapter  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Viktor Nedovic.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Levic, S., Djordjevic, V., Rajic, N. et al. Entrapment of ethyl vanillin in calcium alginate and calcium alginate/poly(vinyl alcohol) beads. Chem. Pap. 67, 221–228 (2013). https://doi.org/10.2478/s11696-012-0260-1

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.2478/s11696-012-0260-1

Keywords

Navigation