Abstract
Wood polymer composites (WPCs) were prepared via compression molding technique using wood flour and methacrylic anhydride modified epoxidized soybean oil (MAESO) copolymerized with triallyl maleopimarate (TMPA). Various percentages of TMPA were incorporated into the composite system to compare the properties of the final WPCs. TMPA was synthesized from rosin acid and the chemical structure was characterized by 1H-nuclear magnetic resonance (NMR) and Fourier transform infrared (FTIR) spectroscopy. The interaction between wood flour, MAESO and TMPA were revealed by FTIR and scanning electron microscope (SEM) study. Results demonstrated that TMPA was effective in enhancing the mechanical and thermal properties of the composites. Flame retardancy, biodegradability, chemical resistance, and dimensional stability significantly improved after the incorporation of TMPA into the composites. Wood polymer composites loaded with 30 wt% of TMPA exhibited maximum improvement in properties compared to other systems.
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Adekunle K, Åkesson D, Skrifvars M (2010) Synthesis of reactive soybean oils for use as a biobased thermoset resins in structural natural fiber composites. J Appl Polym Sci 115:3137–3145
Ashori A, Nourbakhsh A (2010) Bio-based composites from waste agricultural residues. Waste Manage 30:680–684
Atta AM, Mansour R, Abdou MI, Sayed AM (2004) Epoxy resins from rosin acids: synthesis and characterization. Polym Adv Technol 15:514–522
Azwa ZN, Yousif BF, Manalo AC, Karunasena W (2013) A review on the degradability of polymeric composites based on natural fibres. Mater Des 47:424–442
Baishya P, Saikia D, Mandal M, Maji TK (2017) Biodegradability, flammability, dimensional stability, and UV resistance study of green wood starch gluten nanocomposites. Polym Compos 40:46–55
Bajwa DS, Wang X, Sitz E, Loll T, Bhattacharjee S (2016) Application of bioethanol derived lignin for improving physico-mechanical properties of thermoset biocomposites. Int J Biol Macromol 89:265–272
Bobade SK, Paluvai NR, Mohanty S, Nayak SK (2016) Bio-Based thermosetting resins for future generation: a review. Polym-Plast Technol 55:1863–1896
Boquillon N (2006) Use of an epoxidized oil-based resin as matrix in vegetable fibers-reinforced composites. J Appl Polym Sci 101:4037–4043
Deka BK, Mandal M, Maji TK (2012) Effect of nanoparticles on flammability, UV resistance, biodegradability, and chemical resistance of wood polymer nanocomposite. Ind Eng Chem Res 51:11881–11891
Delgado-Aguilar M, Julián F, Tarrés Q, Méndez JA, Mutjé P, Espinach FX (2017) Bio composite from bleached pine fibers reinforced polylactic acid as a replacement of glass fiber reinforced polypropylene, macro and micro mechanics of the Young’s modulus. Compos B Eng 125:203–210
Deng L, Shen M, Yu J, Wu K, Ha C (2012) Preparation, characterization, and flame retardancy of novel rosin-based siloxane epoxy resins. Ind Eng Chem Res 51:8178–8184
Domínguez-Robles J, Tarrés Q, Delgado-Aguilar M, Rodríguez A, Espinach FX, Mutjé P (2018) Approaching a new generation of fiberboards taking advantage of self-lignin as green adhesive. Int J Biol Macromol 108:927–935
Espinosa LM, Meier MAR (2011) Plant oils: the perfect renewable resource for polymer science?! Eur Polym J 47:837–852
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 37:443–450
Islam MR, Beg MDH, Jamari SS (2014) Development of vegetable-oil-based polymers. J Appl Polym Sci 131:40787
Kim W-S, Byun K-R, Lee D-H, Min K-E, Park L-S, Seo K-H, Kang I-K, Park S-Y (2003) Synthesis of photocrosslinkable polymers using abietic acid and their characterization. Polym J 35:450–454
Klaas MR, Warwel S (1999) Complete and partial epoxidation of plant oils by lipase-catalyzed perhydrolysis. Ind Crop Prod 9:125–132
Kugler S, Ossowicz P, Malarczyk-Matusiak K, Wierzbicka E (2019) Advances in rosin-based chemicals: the latest recipes, applications and future trends. Molecules 24(9):1651
Li F, Larock RC (2003) New soybean oil–styrene–divinylbenzene thermosetting copolymers. VI. Time–temperature–transformation cure diagram and the effect of curing conditions on the thermoset properties. Polym Int 52:126–132
Li YT, Yang LT, Zhang H, Tang ZJ (2017) Synthesis and properties of a novel bio-based polymer from modified soybean oil. IOP Conf Ser Mater Sci Eng 170:012010
Liu X, Xin W, Zhang J (2009) Rosin-based acid anhydrides as alternatives to petrochemical curing agents. Green Chem 11:1018–1025
Liu H, Cui S, Shang S, Wang D, Song J (2013) Properties of rosin-based waterborne polyurethanes/cellulose nanocrystals composites. Carbohyd Polym 96:510–515
Liu Y, Li C, Dai JY, Jiang YH, Liu XQ, Zhu J (2017) Synthesis of multifunctional monomers from rosin for the properties enhancement of soybean-oil based thermosets. Sci China Technol Sc 60:1332–1338
Lu J, Khot S, Wool RP (2005) New sheet molding compound resins from soybean oil, I. Synthesis and characterization. Polymer 46:71–80
Ma Q, Liu X, Zhang R, Zhu J, Jiang Y (2013) Synthesis and properties of full bio-based thermosetting resins from rosin acid and soybean oil: the role of rosin acid derivatives. Green Chem 15:1300–1310
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
Mandal M, Borgohain P, Begum P, Deka RC, Maji TK (2018) Property enhancement and DFT study of wood polymer composites using rosin derivatives as co-monomers. NJC 42:2260–2269
Meiorin C, Mosiewicki MA, Aranguren MI (2013) Ageing of thermosets based on tung oil/styrene/divinylbenzene. Polym Test 32:249–255
Mohanty AK, Misra M, Drzal LT (2002) Sustainable bio-composites from renewable resources: opportunities and challenges in the green materials world. J Polym Environ 10:19–26
Mustata FR, Tudorachi N (2010) Epoxy resins cross-linked with rosin adduct derivatives. Cross-linking and thermal behaviors. Ind Eng Res 49:12414–12422
Olakanmi EO, Strydom MJ (2016) Critical materials and processing challenges affecting the interface and functional performance of wood polymer composites (WPCs). Mater Chem Phys 171:290–302
Ray SS, Yamada K, Okamoto M, Ueda K (2002) Polylactide-layered silicate nanocomposite: a novel biodegradable material. Nano Lett 2:1093–1096
Roy SS, Kundu AK, Maiti S (1990) Polymers from renewable resources–13. Polymers from rosin acrylic acid adduct. Eur Polym J 26:471–474
Saba N, Jawaid M, Alothman OY, Paridah MT, Hassan A (2016) Recent advances in epoxy resin, natural fiber-reinforced epoxy composites and their applications. J Reinf Plast Compos 25:447–470
Sharma V, Kundu PP (2006) Addition polymers from natural oils—a review. Prog Polym Sci 31:983–1008
Tank R, Beldar A, Saxena A, Gupta DC (2008) Effects of crosslinking agents and inert diluents on the characteristics of crosslinked polystyrene copolymers. J Appl Polym Sci 108:1531–1537
Wang F, Wu Z, Tanaka H (1999) Preparation and sizing mechanisms of neutral rosin size II: functions of rosin derivatives on sizing efficiency. J Wood Sci 45:475–480
Wilbon PA, Chu F, Tang C (2013) Progress in renewable polymers from natural terpenes, terpenoids, and rosin. Macromol Rapid Commun 34:8–37
Williams GI, Wool RP (2000) Composites from natural fibers and soy oil resins. Appl Compos Mater 7:421–432
Xiao R, Li X, Leonard E, Tharayil N, Zheng Y (2019) Investigation on the effects of cultivation conditions, fed-batch operation, and enzymatic hydrolysate of corn stover on the astaxanthin production by Thraustochytrium striatum. Algal Res 39:101475
Yang JS, Ni JR, Yuan HL, Wang E (2007) Biodegradation of three different wood chips by Pseudomonas sp. PKE117. Int Biodeter Biodegr 60(2):90–95
Yin Y, Gu J, Wang X, Zhang Y, Zheng W, Chen R, Wang X (2019) Effects of rhamnolipid and Tween-80 on cellulase activities and metabolic functions of the bacterial community during chicken manure composting. Bioresour Technol 288:121507
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Mandal, M., Bardhan, P., Mandal, M. et al. Development of wood polymer composites with thermosetting resin from soybean oil cross-linked with rosin derivative. Eur. J. Wood Prod. 78, 1265–1278 (2020). https://doi.org/10.1007/s00107-020-01564-3
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DOI: https://doi.org/10.1007/s00107-020-01564-3