Synthesis and Characterization of Polyeugenol from Clove Leaf Oil (Syzygium aromaticum)-Derived Eugenol Using a Nitric Acid Catalyst
DOI:
https://doi.org/10.55927/fjst.v5i10.11Keywords:
Eugenol, Clove Leaf Oil, Polieugenol, Nitric Acid, GC-MS.Abstract
Eugenol from clove leaf oil has the potential to be used as a raw material for bio-based polymers. This study evaluated the effect of varying NaOH mass on the composition of the eugenol fraction obtained from purification, as well as the characteristics of the polymerization product using HNO₃. Clove leaf oil was purified via acid–base extraction using 3–7 g of NaOH in 100 mL of solution at 50 °C for 30 minutes. The resulting fractions were analyzed using GC-MS and then reacted with 65% HNO₃. The products were characterized using FTIR and solubility tests. The highest eugenol area percentage, 94.18%, was obtained with 5 g of NaOH. The polymerization process produced a blackish-brown gel that was soluble in ethanol, slightly soluble in chloroform, and insoluble in n-hexane. The FTIR spectrum showed functional groups associated with eugenol, but the formation of polymer chains still requires further characterization
References
Handayani, D., Sitindaon, R. S., Hidayati, N., & Setiawansyah, A. (2023). Breaking Boundaries: A Comparative Analysis of Weak vs. Strong Bases in Eugenol Isolation from Syzygium aromaticum (L.) Merr. & LM Perry. Ad-Dawaa’ Journal of Pharmaceutical Sciences, 6(2), 165–172. https://doi.org/10.24252/djps.v6i2.47483
Kiki, M. J. (2023). In vitro antiviral potential, antioxidant, and chemical composition of clove (Syzygium aromaticum) essential oil. Molecules, 28(6), 2421. https://doi.org/10.3390/molecules28062421
Lan, Q., Zhang, X., Liang, J., Wang, W., Lv, L., He, J., Wang, Z., & Qu, C. (2024). Multifunctional polyeugenol-based nanoparticles with antioxidant and antibacterial properties. Particuology, 87, 194–204. https://doi.org/10.1016/j.partic.2023.08.012
Molina-Gutiérrez, S., Manseri, A., Ladmiral, V., Bongiovanni, R., Caillol, S., & Lacroix-Desmazes, P. (2019). Eugenol: A promising building block for synthesis of radically polymerizable monomers. Macromolecular Chemistry and Physics, 220(14), 1900179. https://doi.org/10.1002/macp.201900179
Morales-Cerrada, R., Molina-Gutierrez, S., Lacroix-Desmazes, P., & Caillol, S. (2021). Eugenol, a promising building block for biobased polymers with cutting-edge properties. Biomacromolecules, 22(9), 3625–3648. https://doi.org/10.1021/acs.biomac.1c00837
Neagu, R., Popovici, V., Ionescu, L.-E., Ordeanu, V., Biță, A., Popescu, D. M., Ozon, E. A., & Gîrd, C. E. (2024). Phytochemical screening and antibacterial activity of commercially available essential oils combinations with conventional antibiotics against Gram-positive and Gram-negative bacteria. Antibiotics, 13(6), 478. https://doi.org/10.3390/antibiotics13060478
Ngadiwiyana, Dzahabiyyah, H. P., Ismiyarto, & Sarjono, P. R. (2024). Synthesis of antibacterial coating film based on eugenol-allyl eugenol copolymer with chitosan-gelatin. Jurnal Kimia Valensi, 10(2), 181–191. https://doi.org/10.15408/jkv.v10i2.40944
Ngadiwiyana, Gunawan, Prasetya, N. B. A., Kusworo, T. D., & Susanto, H. (2022). Synthesis and characterization of sulfonated poly(eugenol-co-allyleugenol) membranes for proton exchange membrane fuel cells. Heliyon, 8(12), e12401. https://doi.org/10.1016/j.heliyon.2022.e12401
Pakaya, D. H. N., & Abram, P. H. (2020). Polymerization of eugenol using a concentrated nitric acid (HNO3) catalyst and media of acetic acid (CH3COOH). Media Eksakta, 16(2), 134–139. https://doi.org/10.22487/me.v16i2.745
Prasetya, N. B. A., Ajizan, A. I., Widodo, D. S., Ngadiwiyana, & Gunawan. (2023). A polyeugenol/graphene composite with excellent anti-corrosion coating properties. Materials Advances, 4(1), 248–255. https://doi.org/10.1039/D2MA00875K
Sengoden, M., Bhat, G. A., Roland, T., Hsieh, C.-M., & Darensbourg, D. J. (2024). Facile synthesis of polycarbonates from biomass-based eugenol: Catalyst optimization for selective copolymerization of CO2 and eugenol to achieve polycarbonates. RSC Sustainability, 2, 1431–1443. https://doi.org/10.1039/D4SU00145A
Sudarlin, & Haryadi, W. (2017). Polimerisasi eugenol minyak daun cengkeh hasil redistilasi, ekstraksi, dan fraksinasi menggunakan katalis asam sulfat pekat. Jurnal Kimia Valensi, 3(1), 50–58. https://doi.org/10.15408/jkv.v3i1.4685
Sugiharto, A., Harismah, K., Sekarwati, E., & Widayatno, T. (2024). Techno-economic review of isolation of eugenol from clove oil with batch distillation. Jurnal Rekayasa Kimia & Lingkungan, 19(2), 144–153. https://doi.org/10.23955/rkl.v19i2.34859
Trifan, A., Zengin, G., Brebu, M., Skalicka-Woźniak, K., & Luca, S. V. (2021). Phytochemical characterization and evaluation of the antioxidant and anti-enzymatic activity of five common spices: Focus on their essential oils and spent material extractives. Plants, 10(12), 2692. https://doi.org/10.3390/plants10122692
Windarti, T., Prasetya, N. B. A., Ngadiwiyana, & Nulandaya, L. (2023). Calcium phosphate cement composed of hydroxyapatite modified silica and polyeugenol as a bone filler material. Indonesian Journal of Chemistry, 23(2), 499–509. https://doi.org/10.22146/ijc.80298


























