Synthesis, Characterization and Determination of Weight Poly Molecule (Lactic acid)
DOI:
10.29303/jppipa.v9i7.2900Published:
2023-07-25Downloads
Abstract
Experiments have been successfully carried out to react with lactic acid and 1,4-butanediol, tin (II) chloride dihydrate (SnCl2.2H2O), chloroform, methanol, liquid nitrogen, nitrogen gas, and silicone oil at various concentrations. The objective exists to synthesize polylactic acid by forming polylactic acid diol (PLA-OH) via a direct polycondensation reaction of lactic acid and 1,4-butanediol in a glass reactor following a specific reaction scheme. Synthesis was carried out using different amounts of reagents according to the predetermined mole ratio of lactic acid (AL) and 1,4-butanediol (BD). The FTIR, 1H NMR, and GPC analyses that characterized the PLA-OH revealed its physicochemical characteristics. The FTIR and 1H NMR characterization results show new absorption peaks and a shift in PLA-OH absorption peaks. It indicates that a bond has been formed from the reaction between lactic acid molecules and 1,4-butanediol to produce PLA-OH. From the spectrum analysis, it can be concluded that the structure of the synthesized PLA-OH has four different proton environments (there are four different peaks in the spectrum). The peaks originate from the protons in methylene (-OCH2CH2CH2CH2O), internal methine (-O-CH-), and methine at the end of the PLA-OH chain, as well as proton peaks in methyl (H3C-). The characterization results with GPC showed that the tendency to increase Mn PLA was directly proportional to the increasing amount of lactic acid in the PLA chain
Keywords:
Biodegradable polymer Molecular weight POLY (lactic acid) PolycondensationReferences
Ãbrahám, Ã., Gyulai, G., Tóth, T., Szvoboda, B., Mihály, J., Szabó, Ã., & Kiss, É. (2022). Improvement of the drug encapsulation into biodegradable polyester nanocarriers by blending of poly(lactic-co-glycolic acid) and polycaprolactone. Express Polymer Letters, 16(9), 960–977. https://doi.org/10.3144/expresspolymlett.2022.70
Bher, A., Mayekar, P. C., Auras, R. A., & Schvezov, C. E. (2022). Biodegradation of Biodegradable Polymers in Mesophilic Aerobic Environments. International Journal of Molecular Sciences, 23(20), 12165. https://doi.org/10.3390/ijms232012165
Campana, R., Sabatini, L., Giorgi, L., Pettinari, G., Valentini, L., & Gobbi, P. (2022). A Multidisciplinary Approach in Examining the Susceptibility to Microbial Attack of Polyacrylic and Polyurethane Resins Used in Art Restoration. International Journal of Molecular Sciences, 23(19), 11725. https://doi.org/10.3390/ijms231911725
Chaisit, T., Sumpavapol, P., Jantanasakulwong, K., & Kittikorn, T. (2022). Preparation and characterization of antimicrobial laminated films based on poly(lactic acid)/chitosan via a lamination technique. Express Polymer Letters, 16(10), 1052–1064. https://doi.org/10.3144/expresspolymlett.2022.77
Creswell, R. C. (1982). Analisis Spektrum Senyawa Organik. ITB Press.
Damadzadeh, B., Jabari, H., Skrifvars, M., Airola, K., Moritz, N., & Vallittu, P. K. (2010). Effect of ceramic filler content on the mechanical and thermal behaviour of poly-l-lactic acid and poly-l-lactic-co-glycolic acid composites for medical applications. Journal of Materials Science: Materials in Medicine, 21(9), 2523–2531. https://doi.org/10.1007/s10856-010-4110-9
Djouonkep, L., Tchameni, A., Selabi, N., Tamo, A., Doench, I., Cheng, Z., Gauthier, M., Xie, B., & Osorio-Madrazo, A. (2022). Bio-Based Degradable Poly(ether-ester)s from Melt-Polymerization of Aromatic Ester and Ether Diols. International Journal of Molecular Sciences, 23(16), 8967. https://doi.org/10.3390/ijms23168967
Garlotta, D. (2001). A literature review of poly(lactic acid). Journal of Polymers and the Environment, 9(2), 63–84. https://doi.org/10.1023/a:1020200822435
Gkountela, C. I., & Vouyiouka, S. N. (2022). Enzymatic Polymerization as a Green Approach to Synthesizing Bio-Based Polyesters. Macromole, 2(1), 30–57. https://doi.org/10.3390/macromole2010003
Hiltunen, K., Tuominen, J., & Seppälä, J. V. (1998). Hydrolysis of lactic acid based poly(ester-urethane)s. Polymer International, 47(2), 186–192. https://doi.org/10.1002/(SICI)1097-0126(1998100)47:2<186::AID-PI47>3.0.CO;2-E
Huskić, M., & Žigon, M. (2004). The influence of side-chain and main-chain spacer lengths on the thermal and structural properties of diethanolamine based side-chain polyesters. Polymer Bulletin, 53(1), 35–42. https://doi.org/10.1007/s00289-004-0311-z
Kojima, M., Abdellatif, M. M., & Nomura, K. (2021). Synthesis of Semicrystalline Long Chain Aliphatic Polyesters by ADMET Copolymerization of Dianhydro-D-glucityl bis(undec-10-enoate) with 1,9-Decadiene and Tandem Hydrogenation. Catalysts, 11(9), 1098. https://doi.org/10.3390/catal11091098
Lee, L.-T., Tseng, H.-Y., & Wu, T.-Y. (2021). Crystallization Behaviors of Composites Comprising Biodegradable Polyester and Functional Nucleation Agent. Crystals, 11(10), 1260. https://doi.org/10.3390/cryst11101260
Little, A., Wemyss, A. M., Haddleton, D. M., Tan, B., Sun, Z., Ji, Y., & Wan, C. (2021). Synthesis of Poly(Lactic Acid-co-Glycolic Acid) Copolymers with High Glycolide Ratio by Ring-Opening Polymerisation. Polymers, 13(15), 2458. https://doi.org/10.3390/polym13152458
maryanty, Y., Hadiantoro, S., Widjajanti, K., Putri, D. I. K., & Nikmah, L. (2021). Poly Lactic Acid (Pla) Development Using Lactic Acid Product From Rice Straw Fermentation With Azeotropic Polycondensation Process. IOP Conference Series: Materials Science and Engineering, 1053(1), 012043. https://doi.org/10.1088/1757-899X/1053/1/012043
Mekpothi, T., Meepowpan, P., Sriyai, M., Moleloy, R., & Punyodom, W. (2021). Novel Poly(Methylenelactide-g-L-Lactide) Graft Copolymers Synthesized by a Combination of Vinyl Addition and Ring-Opening Polymerizations. Polymers, 13(19), 3374. https://doi.org/10.3390/polym13193374
Pretsch, T., Jakob, I., & Müller, W. (2009). Hydrolytic degradation and functional stability of a segmented shape memory poly(ester urethane). Polymer Degradation and Stability, 94(1), 61–73. https://doi.org/10.1016/j.polymdegradstab.2008.10.012
Rahaman, M. H., Haque, M. A., Rahman, M. A., Rana, M. M., Parvez, M. M., & Alam, S. M. N. (2022). Grafting of Cellulose and Microcrystalline Cellulose with Oligo(L-lactic acid) by Polycondensation Reaction. Reactions, 3(1), 213–223. https://doi.org/10.3390/reactions3010016
Ramesh, S., Leen, K. H., Kumutha, K., & Arof, A. K. (2007). FTIR studies of PVC/PMMA blend based polymer electrolytes. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 66(4–5), 1237–1242. https://doi.org/10.1016/j.saa.2006.06.012
Saad, G. R., Lee, Y. J., & Seliger, H. (2002). Synthesis and characterization of biodegradable poly(ester-urethanes) based on bacterial poly(R-3-hydroxybutyrate). Journal of Applied Polymer Science, 83(4), 703–718. https://doi.org/10.1002/app.2265
Sastrohamidjojo, H. (1985). Spektroskopi. Liberty.
Å erá, J., Huynh, F., Ly, F., Vinter, Å ., KadleÄková, M., Krátká, V., MáÄalová, D., Koutný, M., & Wallis, C. (2022). Biodegradable Polyesters and Low Molecular Weight Polyethylene in Soil: Interrelations of Material Properties, Soil Organic Matter Substances, and Microbial Community. International Journal of Molecular Sciences, 23(24), 15976. https://doi.org/10.3390/ijms232415976
Stefaniak, K., & Masek, A. (2021). Green Copolymers Based on Poly(Lactic Acid)—Short Review. Materials, 14(18), 5254. https://doi.org/10.3390/ma14185254
Tsai, C.-J., Chang, W.-C., Chen, C.-H., Lu, H.-Y., & Chen, M. (2008). Synthesis and characterization of polyesters derived from succinic acid, ethylene glycol and 1,3-propanediol. European Polymer Journal, 44(7), 2339–2347. https://doi.org/10.1016/j.eurpolymj.2008.05.002
Zeng, J.-B., Li, Y.-D., Li, W.-D., Yang, K.-K., Wang, X.-L., & Wang, Y.-Z. (2009). Synthesis and Properties of Poly(Ester Urethane)s Consisting of Poly( l -Lactic Acid) and Poly(Ethylene Succinate) Segments. Industrial & Engineering Chemistry Research, 48(4), 1706–1711. https://doi.org/10.1021/ie801391m
Zhang, L., Zhao, G., & Wang, G. (2021). Investigation on the α/δ Crystal Transition of Poly(l-lactic Acid) with Different Molecular Weights. Polymers, 13(19), 3280. https://doi.org/10.3390/polym13193280
Zhang, T., Wu, H., Wang, H., Sun, A., & Kan, Z. (2022). Creation of fully degradable poly(lactic acid) composite by using biosourced poly(4-hydroxybutyrate) as bioderived toughening additives. Express Polymer Letters, 16(9), 996–1010. https://doi.org/10.3144/expresspolymlett.2022.72
License
Copyright (c) 2023 Saefuddin Saefuddin, Peter Davey
This work is licensed under a Creative Commons Attribution 4.0 International License.
Authors who publish with Jurnal Penelitian Pendidikan IPA, agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution 4.0 International License (CC-BY License). This license allows authors to use all articles, data sets, graphics, and appendices in data mining applications, search engines, web sites, blogs, and other platforms by providing an appropriate reference. The journal allows the author(s) to hold the copyright without restrictions and will retain publishing rights without restrictions.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgment of its initial publication in Jurnal Penelitian Pendidikan IPA.
- Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (See The Effect of Open Access).
