Pembuatan Polymer Inclusion Membrane (PIM) Teremban 2,4,5-Trimetoksikalkon dan Uji Kompatibilitasnya

Reinner Ishaq Lerrick, Darius Toge Kore, Philiphi de Rozari, Febri Odel Nitbani, Fidelis Nitti, Johnson N Naat

Abstract

Polymer Inclusion Membrane (PIM) telah menjadi perangkat baru untuk mengekstraksi ion logam terutama dari larutan, karena selektivitas dan sensitivitasnya yang mudah disesuaikan melalui pembuatannya yang mudah. Ragam senyawa ekstraktan telah banyak dikembangkan dalam studi ekstraksi logam berbasis PIM. Namun, senyawa kalkon dan turunannya yang umum diketahui sebagai ekstraktan dan sensor logam, belum ditemukan penggunaannya dalam studi terkait PIM. Pada riset ini, senyawa 2,4,5-trimetoksikalkon, disintesis dari oksidasi minyak asaron asal Timor menggunakan ozon dan diikuti oleh reaksi kondensasi aldol dengan asetofenon, akan diembankan ke dalam matriks PIM PVC/D2EHPA. PIM yang disiapkan tersebut kemudian dikarakterisasi menggunakan Fourier Transform Infrared (FTIR) dan Scanning Electron Microscopy (SEM), serta dipelajari kompatibilitasnya. PIM yang mengandung 60% PVC, 40% D2EHPA dan berbagai konsentrasi 2,4,5-trimetoksikalkon (25, 20, 15, 10, dan 5 ppm) mempunyai sudut kontak air masing-masing sebesar 51,939º, 51,665º, 51,318º, 51,151º, dan 50,863º; serta nilai penyerapan air masing-masing sebesar 9,80%; 9,82%; 9,54%; 9,68%; dan 9,76% yang menunjukkan bahwa PIM yang dihasilkan bersifat hidrofilik. Sementara itu, hasil pengukuran kuat tarik dan persentase perpanjangan menunjukkan bahwa PIM tersebut bersifat fleksibel dengan nilai yang diperoleh masing-masing 12,15; 11,96; 11,91; 10,95; 10,22 MPa dan 32,7; 86,6; 127; 156,7; 166,7%.

Preparation of Polymer Inclusion Membrane (PIM)-Embedded 2,4,5-Trimethoxychalcone and Its Compatibility Study. Polymer Inclusion Membrane (PIM) has become an emerging device for extracting metal ions, especially from solution, due to its selectivity and sensitivity fine-tuned through facile preparation. Chalcones, as well as their derivatives, which are known as metal extractants and sensors, have not been employed in PIM-related studies. In this research, the compound 2,4,5-trimethoxychalcone, synthesized sequentially over Timor’s asarone oil oxidation using ozone, followed by Aldol condensation reaction with acetophenone, was embedded into the PVC/D2EHPA PIM matrices. The prepared PIM was then characterized using Fourier transform infrared (FTIR) and Scanning electron microscopy (SEM), and was studied for its compatibility. PIM contained 60% PVC, 40% D2EHPA and varied 2,4,5-trimethoxychalcone (25, 20, 15, 10, and 5 ppm) had water contact angles values of 51.939º, 51.665º, 51.318º, 51.151º, 50.863º, and water uptake of 9.80%, 9.82%, 9.54%, 9.68%, 9.76% respectively, which indicated that the resulting PIM was hydrophilic. Meanwhile, the tensile strength and elongation percentage showed that those PIM were flexible with the obtained values of 12.15, 11.96, 11.91, 10.95, 10.22 MPa and 32.7, 86.6, 127, 156.7, 166.7%, respectively.

Keywords

2,4,5-trimethoxychalcon; compatibility; polymer inclusion membrane; stability

Full Text:

PDF Supp. Info

References

Cardoso, V.F., Machado, A.R., Pinto, V.C., Sousa, P.J., Botelho, G., Minas, G., and Lanceros-Méndez, S., 2016. From Superhydrophobic to Superhydrophilic-Patterned Poly(vinylidene fluoride-co-chlorotrifluoroethylene) Architectures as a Novel Platform for Biotechnological Applications. Journal of Polymer Science, Part B: Polymer Physics, 54, pp. 1802–1810. https://doi.org/10.1002/polb.24099.

Chandrakar, L., Ambatwar, R., and Khatik, G.L., 2024. Exploration of Simple and Economic D-π-A- Chalcone in Selective Fe3+ Metal Sensing via PET Quenching Effect in Water as a Medium and Mechanistic Study Using DFT Calculations. Journal of Molecular Structure, 1296, 136817. https://doi.org/10.1016/j.molstruc.2023.136817.

Gherasim, C. V., Cristea, M., Grigoras, C. V., and Bourceanu, G., 2011. New Polymer Inclusion Membrane. Preparation and Characterization. Digest Journal of Nanomaterials and Biostructures, 6, pp. 1507–1516.

Gomes, L.J., Moreira, T., Rodríguez, L., and Moro, A.J., 2022. Chalcone-based Fluorescent Chemosensors as New Tools for Detecting Cu2+ Ions. Dyes and Pigments, 197. https://doi.org/10.1016/j.dyepig.2021.109845.

Jakab, K., Varga, B., Keresztes, Z., and Horváth, V., 2024. Polymer Inclusion Membrane for the Extraction of Oxytetracycline from Milk Prior to Aptamer-based Biosensing. Microchemical Journal, 206, 111582. https://doi.org/10.1016/j.microc.2024.111582.

Joshi, R.J., Varu, H.L., Bhalodia, J.J., Ambasana, M.A., Bapodra, A.H., and Kapuriya, N.P., 2024. Highly Selective Fluorescence Sensor Based on Azidopyrazole-Chalcone Conjugates for Rapid Detection of Iodide Ion. Results in Chemistry, 7, 101409. https://doi.org/10.1016/j.rechem.2024.101409.

Lagiewka, J., Witt, K., Gierszewska, M., and Zawierucha, I., 2024. Selective Removal of Organic Dyes via Polymer Inclusion Membrane Containing a Perbenzylated β-Cyclodextrin Derivative. Journal of Water Process Engineering, 68, 106306. https://doi.org/10.1016/j.jwpe.2024.106306.

Lerrick, R.I., 2022. Synthesis of Nonsteroidal Anti-Inflammatory Drug (NSAID) 2,4,5-Trimethoxybenzaldehyde from Indonesian Calamus Oil and Its in Silico Pharmacokinetic Study. Canadian Journal of Chemistry, 100, 789–796. https://doi.org/10.1139/cjc-2022-0121.

Liu, Yuting, Zhang, Z., Yin, D., Huang, Y., Liu, Ying, Li, J., and Zheng, R., 2025. A Simple and Highly Selective Chalcone Fluorescent Chemical Sensor for the Detection of Tryptophane. Polyhedron, 265, 117303. https://doi.org/10.1016/j.poly.2024.117303.

Modhe, K., Ledoh, S.M.F., Lapailaka, T., Kadang, L., Naat, J.N., Pingak, R.K., Kapitan, O.B., and Nitti, F., 2024. Stabilitas Polymer Inclusion Membrane dari Polimer Pendukung PVC dan Ekstraktan D2EHPA dalam Asam Klorida. Jurnal Fisika: Fisika Sains dan Aplikasinya, 9, 36–46. https://doi.org/10.35508/fisa.v9i1.15377.

Mone, C.M., 2023. Penggunaan Asam Oleat sebagai Alternatif Plasticizer Alami dalam Pembuatan dan Karakterisasi Polymer Inclusion Membrane (PIM). Skripsi. Universitas Nusa Cendana, Nusa Tenggara Timur.

Mumthaj, A., and Umadevi, M., 2024. A Selective and Sensitive Probes of Chalcone Derivative as a Fluorescent Chemosensor for the Detection of Cr3+ Ion. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 308, 123741. https://doi.org/10.1016/j.saa.2023.123741.

Nitti, F., Selan, O.T.E., Hoque, B., Tambaru, D., and Djunaidi, M.C., 2021. Improving the Performance of Polymer Inclusion Membranes in Separation Process Using Alternative Base Polymers: A Review. Indonesian Journal of Chemistry, 22, pp. 284–302. https://doi.org/10.22146/ijc.68311.

Rioux, B., Pouget, C., Ndong-Ntoutoume, G.M.A., Granet, R., Gamond, A., Laurent, A., Pinon, A., Champavier, Y., Liagre, B., Fagnère, C., and Sol, V., 2019. Enhancement of Hydrosolubility and In Vitro Antiproliferative Properties of Chalcones Following Encapsulation into β-Cyclodextrin/cellulose-nanocrystal Complexes. Bioorganic and Medicinal Chemistry Letters, 29, pp. 1895–1898. https://doi.org/10.1016/j.bmcl.2019.05.056.

Sellami, F., Marais, S., Kebiche-Senhadji, O., Kobzar, Y., and Fatyeyeva, K., 2024. Poly(vinyl chloride)-based Advanced Polymer Inclusion Membranes with Aliquat 336 and Inorganic Filler for Efficient Cr(VI) Removal. Chemical Engineering Journal, 493, 152056. https://doi.org/10.1016/j.cej.2024.152056.

Shamsipur, M., Mohammadi, M., Arca, M., Garau, A., Lippolis, V., and Barati, A., 2023. A Selective Fluorescent Optode for Lead(II) Based on the Dansylamidopropyl Pendant Arm Derivative of 1,4-Dioxa-7,13-dithia-10-azacyclopentadecane ([15]aneNS2O2). Chemosensors, 11, 571. https://doi.org/10.3390/chemosensors11120571.

Singh, G., Devi, S., Singh, A., Satija, P., Tamana, Heena, Diskit, T., Dalal, A., and Mohan, B., 2025. A Click-generated Chalcone Allied Triazole Sensor for Co(II) with INHIBIT Logic Gate Construction and Its Antioxidant Properties. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 328, 125450. https://doi.org/10.1016/j.saa.2024.125450.

Singh, R., Singh, G., George, N., Singh, Gurjaspreet, Dalal, A., Singh, H., Kaur, G., and Singh, J., 2025. Chalcone-ensembled 1,2,3-Triazole via Click Chemistry: Selective ‘Turn-On’ Detection of Cu(II) Ions via Photoinduced Electron Transfer in Real Water Samples and Computational Analysis. Journal of Molecular Structure, 1325, 140921. https://doi.org/10.1016/j.molstruc.2024.140921.

Singh, R., Singh, Gurleen, George, N., Singh, Gurjaspreet, Malik, P., Singh, H., Kaur, G., and Singh, J., 2024. Unveiling the Ion Sensing Capabailities of ‘Click’ Derived Chalcone-Tailored 1,2,3-Triazolic Isomers for Pb(II) and Cu(II) Ions: DFT Analysis. RSC Advances, 14, 15374–15390. https://doi.org/10.1039/D4RA01471E.

Suwunwong, T., 2010. Syntheses and Fluorescent Properties of Chalcone Derivatives and Heteroaryl Chalcones. Inorganic Chemistry Thesis. Prince of Songkla University, Thailand.

Wijayanti, L.W., Swasono, R.T., Lee, W., and Jumina, J., 2021. Synthesis and Evaluation of Chalcone Derivatives as Novel Sunscreen Agent. Molecules, 26, 2698. https://doi.org/10.3390/molecules26092698.

Witt, K., and Radzymińska-Lenarcik, E., 2019. Characterization of PVC-based Polymer Inclusion Membranes with Phosphonium Ionic Liquids. Journal of Thermal Analysis and Calorimetry, 138, pp. 4437–4443. https://doi.org/10.1007/s10973-019-08912-3.

Yaacob, S.F.F.S., Olasupo, A., and Suah, F.B.M., 2024. Polymer Inclusion Membranes Based Optode: Recent Advances and Perspectives. TrAC - Trends in Analytical Chemistry, 171, 117497. https://doi.org/10.1016/j.trac.2023.117498.

Zhao, S., Samadi, A., Wang, Z., Pringle, J.M., Zhang, Y., and Kolev, S.D., 2024. Ionic Liquid-based Polymer Inclusion Membranes for Metal Ions Extraction and Recovery: Fundamentals, Considerations, and Prospects. Chemical Engineering Journal, 481, 148792. https://doi.org/10.1016/j.cej.2024.148792.

Refbacks

  • There are currently no refbacks.