Abstract
Intensive research is currently being carried out worldwide to replace fossil raw materials with renewable ones or waste based on chemical synthesis. However, it is important that the newly developed raw materials do not conflict with global food production and recommend the use of non-edible or waste raw materials. Therefore, modified non-edible oilseed radish oil was used in the synthesis of polymeric materials. The functionalization of the oil was achieved through one-step, solvent-free transesterification process with triethanolamine, diethylene glycol, polypropylene glycol, ethylene glycol and propylene glycol. Biopolyols with hydroxyl numbers in the range of 237–346 mg KOH/g and different chemical structures were obtained. Open-cell polyurethane foams were produced by replacing 100% of the original petrochemical polyol with the biopolyols. The influence of the chemical structures of the biopolyols on the properties of the thermal insulation materials was analysed. The foams were characterised by low apparent densities of about 16 kg/m3. The type of biopolyol did not have a significant influence on the mechanical strength of the foams. A thermal analysis of the polyurethane biofoams was also carried out.
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References
Abdul Hakim Shaah M, Hossain MS, Salem Allafi FA et al (2021) A review on non-edible oil as a potential feedstock for biodiesel: physicochemical properties and production technologies. RSC Adv 11:25018–25037. https://doi.org/10.1039/d1ra04311k
Ávila RNDA, Sodré JR (2012) Physical-chemical properties and thermal behavior of fodder radish crude oil and biodiesel. Ind Crops Prod 38:54–57. https://doi.org/10.1016/j.indcrop.2012.01.007
Baig RU, Malik A, Ali K et al (2018) Extraction of oil from algae for biodiesel production, from Quetta, Pakistan. IOP Conf Ser Mater Sci Eng. https://doi.org/10.1088/1757-899X/414/1/012022
Banković-Ilić IB, Stamenković OS, Veljković VB (2012) Biodiesel production from non-edible plant oils. Renew Sustain Energy Rev 16:3621–3647. https://doi.org/10.1016/j.rser.2012.03.002
Chammoun N, Geller DP, Das KC (2013) Fuel properties, performance testing and economic feasibility of Raphanus sativus (oilseed radish) biodiesel. Ind Crops Prod 45:155–159. https://doi.org/10.1016/j.indcrop.2012.11.029
Chen WL, Yang WJ, Lo HF, Yeh DM (2014) Physiology, anatomy, and cell membrane thermostability selection of leafy radish (Raphanus sativus var. oleiformis Pers.) with different tolerance under heat stress. Sci Hortic 179:367–375. https://doi.org/10.1016/j.scienta.2014.10.003
Cholette TB, Soltani N, Hooker DC et al (2017) Effect of soybean and winter wheat herbicides on oilseed radish establishment and growth. Can J Plant Sci 97:1175–1184. https://doi.org/10.1139/cjps-2017-0023
da Silva TA, Ramos LP, Zawadzki SF, Barbosa RV (2015) Application of Taguchi design to produce polyols based on castor oil derivatives with diethylene glycol. Mediterr J Chem 4:93–99. https://doi.org/10.13171/mjc.4.2.2015.11.04.15.35/barbosa
Desroches M, Escouvois M, Auvergne R et al (2012) From vegetable oils to polyurethanes: synthetic routes to polyols and main industrial products. Polym Rev 52:38–79. https://doi.org/10.1080/15583724.2011.640443
Fadhil AB, Nayyef AW, Al-Layla NMT (2020) Biodiesel production from nonedible feedstock, radish seed oil by cosolvent method at room temperature: evaluation and analysis of biodiesel. Energy Sour Part A Recover Util Environ Eff 42:1891–1901. https://doi.org/10.1080/15567036.2019.1604902
Faria D, Santos F, Machado G et al (2018) Extraction of radish seed oil (Raphanus sativus L.) and evaluation of its potential in biodiesel production. AIMS Energy 6:551–565. https://doi.org/10.3934/energy.2018.4.551
Gama NV, Ferreira A, Barros-Timmons A (2018) Polyurethane foams: past, present, and future. Materials. https://doi.org/10.3390/ma11101841
Gama NV, Ferreira A, Barros-Timmons A (2018) Polyurethane foams: past, present, and future. Materials 11:1841
Gui MM, Lee KT, Bhatia S (2008) Feasibility of edible oil vs. non-edible oil versus waste edible oil as biodiesel feedstock. Energy 33:1646–1653. https://doi.org/10.1016/j.energy.2008.06.002
Ji D, Fang Z, He W et al (2015) Synthesis of soy-polyols using a continuous microflow system and preparation of soy-based polyurethane rigid foams. ACS Sustain Chem Eng 3:1197–1204. https://doi.org/10.1021/acssuschemeng.5b00170
Jiao L, **ao H, Wang Q, Sun J (2013) Thermal degradation characteristics of rigid polyurethane foam and the volatile products analysis with TG-FTIR-MS. Polym Degrad Stab 98:2687–2696. https://doi.org/10.1016/j.polymdegradstab.2013.09.032
Karmakar A, Karmakar S, Mukherjee S (2010) Properties of various plants and animals feedstocks for biodiesel production. Bioresour Technol 101:7201–7210. https://doi.org/10.1016/j.biortech.2010.04.079
Kim BH, Yoon K, Moon DC (2012) Thermal degradation behavior of rigid and soft polyurethanes based on methylene diphenyl diisocyanate using evolved gas analysis-(gas chromatography)-mass spectrometry. J Anal Appl Pyrolysis 98:236–241. https://doi.org/10.1016/j.jaap.2012.09.010
Kurańska M, Malewska E (2021) Waste cooking oil as starting resource to produce bio-polyol—analysis of transesteryfication process using gel permeation chromatography. Ind Crops Prod 162:1–8. https://doi.org/10.1016/j.indcrop.2021.113294
Kurańska M, Barczewski R, Barczewski M et al (2020a) Thermal insulation and sound absorption properties of open-cell polyurethane foams modified with bio-polyol based on used cooking oil. Materials 13:1–14. https://doi.org/10.3390/ma13245673
Kurańska M, Leszczyńska M, Malewska E et al (2020b) Implementation of circular economy principles in the synthesis of polyurethane foams. Polymers 12:2068. https://doi.org/10.3390/polym12092068
Kurańska M, Malewska E, Polaczek K et al (2020c) A pathway toward a new era of open-cell polyurethane foams—influence of bio-polyols derived from used cooking oil on foams properties. Materials (basel) 13:1–13. https://doi.org/10.3390/ma13225161
Kurańska M, Beneš H, Sałasińska K et al (2020d) Development and Characterization of “Green Open-Cell Polyurethane Foams” with Reduced Flammability. Materials 13:5459. https://doi.org/10.3390/ma13235459
Lawley YE, Weil RR, Teasdale JR (2011) Forage radish cover crop suppresses winter annual weeds in fall and before corn planting. Agron J 103:137–144. https://doi.org/10.2134/agronj2010.0187
Lehrsch GA, Gallian JJ (2010) Oilseed radish effects on soil structure and soil water relations. J Sugarbeet Res 47:1–22. https://doi.org/10.5274/jsbr.47.1.1
Malewska E, Polaczek K, Kurańska M (2022) Impact of various catalysts on transesterification of used cooking oil and foaming processes of polyurethane systems. Materials (Basel). https://doi.org/10.3390/ma15217807
Modray D (2013) Shelf life evaluation of polyurethane rigid foams blown with ecomate. Polyurethane Tech Conf 70
Moser BR (2009) Biodiesel production, properties, and feedstocks. Vitr Cell Dev Biol - Plant 45:229–266. https://doi.org/10.1007/s11627-009-9204-z
Musa IA (2016) The effects of alcohol to oil molar ratios and the type of alcohol on biodiesel production using transesterification process. Egypt J Pet 25:21–31. https://doi.org/10.1016/j.ejpe.2015.06.007
Paul Abishek M, Patel J, PremRajan A (2014) Algae oil: a sustainable renewable fuel of future. Biotechnol Res Int 2014:1–8. https://doi.org/10.1155/2014/272814
Peyrton J, Avérous L (2021) Structure-properties relationships of cellular materials from biobased polyurethane foams. Mater Sci Eng R Reports. https://doi.org/10.1016/j.mser.2021.100608
Polaczek K, Kurańska M (2022) Hemp seed oil and oilseed radish oil as new sources of raw materials for the synthesis of bio-polyols for open-cell polyurethane foams. Materials (Basel). https://doi.org/10.3390/ma15248891
Polaczek K, Kurańska M, Malewska E et al (2023) From bioresources to thermal insulation materials: synthesis and properties of two-component open-cell spray polyurethane foams based on bio-polyols from used cooking oil. Materials 16:6139. https://doi.org/10.3390/ma16186139
Sánchez BS, Benitez B, Querini CA, Mendow G (2015) Transesterification of sunflower oil with ethanol using sodium ethoxide as catalyst. Effect of the reaction conditions. Fuel Process Technol 131:29–35. https://doi.org/10.1016/j.fuproc.2014.10.043
Sawpan MA (2018) Polyurethanes from vegetable oils and applications: a review. J Polym Res. https://doi.org/10.1007/s10965-018-1578-3
Searchinger Timothy, Ralph Heimlich RA, Houghton, et al (2008) Use of U.S. croplands for biofuelsincreases greenhouse gases throughemissions from land-use change. Science 319:1235–1238
Shalaby EA (2011) Algae as promising organisms for environment and health. Plant Signal Behav 6:1338–1350. https://doi.org/10.4161/psb.6.9.16779
Singh I, Samal SK, Mohanty S, Nayak SK (2020) Recent advancement in plant oil derived polyol-based polyurethane foam for future perspective: a review. Eur J Lipid Sci Technol 122:1–23. https://doi.org/10.1002/ejlt.201900225
Stirna U, Fridrihsone A, Lazdiņa B et al (2013) Biobased polyurethanes from rapeseed oil polyols: structure, mechanical and thermal properties. J Polym Environ 21:952–962. https://doi.org/10.1007/s10924-012-0560-0
Thilakarathna MS, Serran S, Lauzon J et al (2015) Management of manure nitrogen using cover crops. Agron J 107:1595–1607. https://doi.org/10.2134/agronj14.0634
Tsytsiura Y (2020) Assessment of peculiarities of weed formation in oilseed radish agrophytocoenosis using different technological models. Chil J Agric Res 80:661–674. https://doi.org/10.4067/S0718-58392020000400661
Tsytsiura Y (2021) The assessment of allelopathic sensitivity of oilseed radish (Raphanus Sativus L. Var. Oleiformis Pers.) To the main weeds of its agrocenoses at the stage of initial growth. Ştiinţa Agricolă 2:40–48. https://doi.org/10.5281/zenodo.5834535
Tsytsiura Y (2022) Chlorophyll fluorescence induction method in assessing the efficiency of pre-sowing agro-technological construction of the oilseed radish (Raphanus sativus L. var. oleiformis Pers.) agrocenosis. Agron Res 20:682–724. https://doi.org/10.15159/AR.22.062
Zhang Y, Dubé MA, McLean DD, Kates M (2003) Biodiesel production from waste cooking oil: 1. Process design and technological assessment. Bioresour Technol 89:1–16. https://doi.org/10.1016/S0960-8524(03)00040-3
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EM and MK contributed to conceptualization; EM, MK and MK was involved in methodology; JS, MK and JB contributed to formal analysis and investigation; EM, MK, JS, MK and JB was involved in writing—original draft preparation; EM and MK contributed to writing—review and editing; EM and MK was involved in supervision.
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Malewska, E., Kirpluks, M., Słota, J. et al. Open-cell bio-based polyurethane foams modified with biopolyols from non-edible oilseed radish oil. Clean Techn Environ Policy (2024). https://doi.org/10.1007/s10098-024-02740-2
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DOI: https://doi.org/10.1007/s10098-024-02740-2