Abstract
Thermosetting composites were prepared from chemically modified soybean oil and wood flour by compression molding technique. Resins prepared from epoxidized soybean oil (ESO) and softwood powder were used as matrix and reinforcing agent, respectively. ESO was modified initially by methacrylic acid and finally by methacrylic anhydride. For comparison, both neat resin and resin blended with styrene were used in the composite preparation. The probable interaction among the resin, styrene and wood flour was established by Fourier transform infrared spectroscopy, supported by density functional theory calculations. Surface morphology of the composites was evaluated by scanning electron microscope. The flexural strength of composites with styrene-based co-monomer was in the range of 60.47–72.04 MPa, whereas that of composites without styrene was between 25.68 and 37.62 MPa. The tensile strength of styrene-blended composites was varied between 22.15 and 35.87 MPa, whereas the tensile strength was in the range of 13.68–20.48 MPa for styrene-free composites. Styrene-blended composites showed an improvement in mechanical, thermal, water resistance and flame retardant properties over those of composites having no styrene. The higher the amount of methacrylic anhydride in the resin, the higher was the overall improvement in properties of composites.
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Adekunle K, Åkesson D, Skrifvars M (2010a) Synthesis of reactive soybean oils for use as a biobased thermoset resins in structural natural fiber composites. J Appl Polym Sci 115:3137–3145
Adekunle K, Åkesson D, Skrifvars M (2010b) Biobased composites prepared by compression molding with a novel thermoset resin from soybean oil and a natural-fiber reinforcement. J Appl Polym Sci 116:1759–1765
Akaki T, Maehara H, Tooyama M (2012) Development of wood and wood ash-based hydroxyapatite composites and their fire-retarding properties. J Wood Sci 58:532–537
Appalakondaiah S, Vaitheeswaran G, Lebègue S, Christensen NE, Svane A (2012) Effect of van der Waals interactions on the structural and elastic properties of black phosphorus. Phys Rev B 86:035105
Beach ES, Cui Z, Anastas PT, Zhan M, Wool RP (2013) Properties of thermosets derived from chemically modified triglycerides and bio-based comonomers. Appl Sci 3:684–693
Campanella A, La Scala JJ, Wool RP (2011) Fatty acid-based comonomers as styrene replacements in soybean and castor oil-based thermosetting polymers. J Appl Polym Sci 119:1000–1010
Campanella A, Zhan M, Watt P, Grous AT, Shen C, Wool RP (2015) Triglyceride-based thermosetting resins with different reactive diluents and fiber reinforced composite applications. Compos A 72:192–199
Can E, Küsefoğlu S, Wool RP (2001) Rigid, thermosetting liquid molding resins from renewable resources. I. Synthesis and polymerization of soy oil monoglyceride maleates. J Appl Polym Sci 81:69–77
Can E, Wool RP, Küsefoğlu S (2006) Soybean and castor oil based monomers: synthesis and copolymerization with styrene. J Appl Polym Sci 102:2433–2447
Cousinet S, Ghadban A, Fleury E, Lortie F, Pascault J-P, Portinha D (2015) Toward replacement of styrene by bio-based methacrylates in unsaturated polyester resins. Eur Polym J 67:539–550
Datta J, Włoch M (2014) Selected biotrends in development of epoxy resins and their composites. Polym Bull 71:3035–3049
Delley B (1990) An all-electron numerical method for solving the local density functional for polyatomic molecules. J Chem Phys 92:508–517
Delley B (2000) From molecules to solids with the DMol3 approach. J Chem Phys 113:7756–7764
Dong Y, Yan Y, Zhang S, Li J, Wang J (2015) Flammability and physical–mechanical properties assessment of wood treated with furfuryl alcohol and nano-SiO2. Eur J Wood Prod 73:457–464
El-Hajjar RF, Qamhia II (2013) Modeling and characterization of the moisture-dependent bilinear behavior of regenerated cellulose composites. J Wood Sci 59:331–336
Faruk O, Bledzki AK, Fink HP, Sain M (2012) Biocomposites reinforced with natural fibers: 2000–2010. Prog Polym Sci 37:1552–1596
Gassan J, Bledzki AK (2000) Possibilities to improve the properties of natural fiber reinforced plastics by fiber modification—jute polypropylene composites. Appl Compos Mater 7:373–385
Ghorbani M, Shahmirzadi AN, Amininasab SM (2017) Physical and morphological properties of combined treated wood polymer composites by maleic anhydride and methyl methacrylate. J Wood Chem Technol 37(6):1–8
Hazarika A, Maji TK (2013) Study on the properties of wood polymer nanocomposites based on melamine formaldehyde–furfuryl alcohol copolymer and modified clay. J Wood Chem Technol 33:103–124
Hong CK, Wool RP (2005) Development of a bio-based composite material from soybean oil and keratin fibers. J Appl Polym Sci 95:1524–1538
Iman MI, Bania KK, Maji TK (2013) Green jute-based cross-linked soy flour nanocomposites reinforced with cellulose whiskers and nanoclay. Ind Eng Chem Res 52:6969–6983
Isogai A (2013) Wood nanocelluloses: fundamentals and applications as new bio-based nanomaterials. J Wood Sci 59:449–459
John MJ, Anandjiwala RD (2008) Recent developments in chemical modification and characterization of natural fiber-reinforced composites. Polym Compos 29:187–207
Kohn W, Sham LJ (1965) Self-consistent equations including exchange and correlation effects. Phys Rev A 140:1133
Kurimoto Y, Sasaki S (2013) Preparation of acetylated wood meal and polypropylene composites II: mechanical properties and dimensional stability of the composites. J Wood Sci 59:216–220
La Mantia FP, Morreale M (2011) Green composites: a brief review. Compos A 42:579–588
Lee SH, Ashaari Z, Jamaludin FR, Yee CN, Ahamad WN (2017) Physico-mechanical properties of particleboard made from heat-treated rubberwood particles. Eur J Wood Prod 75:655–658
Liu Z, Erhan SZ (2010) Preparation of soybean oil polymers with high molecular weight. J Polym Environ 18:243–249
Liu C, Yang X, Cui J, Zhou Y, Hu L, Zhang M, Liu H (2012) Tung oil based monomer for thermosetting polymers: synthesis, characterization, and copolymerization with styrene. Bioresources 7:447–463
Liu W, Chen T, Xie T, Qiu R (2016) Soybean oil-based thermosets with N-vinyl-2-pyrrolidone as crosslinking agent for hemp fiber composites. Compos A Appl Sci Manuf 82:1–7
Lu Y, Larock RC (2009) Novel polymeric materials from vegetable oils and vinyl monomers: preparation, properties, and applications. ChemSusChem 2:136–147
Lu J, Khot S, Wool RP (2005) New sheet molding compound resins from soybean oil. I. Synthesis and characterization. Polymer 46:71–80
Mandal M, Maji TK (2017) Comparative study on the properties of wood polymer composites based on different modified soybean oils. J Wood Chem Technol 37:124–135
Moog RS, Farrell JJ (2008) Chemistry: a guided inquiry, 6th edn. Wiley, New York
Mosiewicki MA, Aranguren MI (2016) Recent developments in plant oil based functional materials. Polym Int 65:28–38
O’Donnell A, Dweib MA, Wool RP (2004) Natural fiber composites with plant oil-based resin. Compos Sci Technol 64:1135–1145
Ortmann F, Bechstedt F, Schmidt WG (2006) Semiempirical van der Waals correction to the density functional description of solids and molecular structures. Phys Rev B 73:205101–205101
Perdew JP, Burke K, Wang Y (1996) Generalized gradient approximation for the exchange-correlation hole of a many-electron system. Phys Rev B 54:16533
Pickering KL, Efendy MGA, Le TM (2016) A review of recent developments in natural fibre composites and their mechanical performance. Compos A 83:98–112
Shibata M, Yoshihara S, Yashiro M, Ohno Y (2013) Thermal and mechanical properties of sorbitol-based epoxy resin cured with quercetin and the biocomposites with wood flour. J Appl Polym Sci 128:2753–2758
Thakur VK, Thakur MK (2014) Processing and characterization of natural cellulose fibers/thermoset polymer composites. Carbohydr Polym 109:102–117
Williams GI, Wool RP (2000) Composites from natural fibers and soy oil resins. Appl Compos Mater 7:421–432
Xia Y, Larock RC (2010) Vegetable oil-based polymeric materials: synthesis, properties, and applications. Green Chem 12:1893–1909
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Mandal, M., Begum, P., Deka, R.C. et al. Wood flour thermoset composites using chemically modified epoxidized soybean oil. Eur. J. Wood Prod. 77, 569–580 (2019). https://doi.org/10.1007/s00107-019-01396-w
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DOI: https://doi.org/10.1007/s00107-019-01396-w