Abstract
A soybean-oil-based monomer, acrylated epoxidized soybean oil (AESO), was grafted onto bamboo fibers (BFs) using 1,6-diisocyanatohexane (DIH) as a linker to facilitate the formulation of a hydrophobic layer on the fiber surface and to impart the fibers with active functional groups that can form chemical connections with unsaturated polyester (UPE) resin. The reaction mechanism of BFs with AESO and DIH and its surface chemical characteristics were investigated using Fourier transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS), and nuclear magnetic resonance (NMR) analyses. These analyses confirmed that the AESO reacted with the DIH and then the resultant AESO-DIH oligomer was covalently bonded onto the BFs via urethane linkages. The grafting of BFs with AESO-DIH resulted in improved tensile and flexural properties, storage modulus, and thermal stability of the BF–UPE composite samples. There were also reductions in the water uptake rate and the diffusion coefficient due to the surface chemical changes of the fibers and thus the enhanced fiber-matrix interface of the composites.
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References
Bulut Y, Aksit A (2013) A comparative study on chemical treatment of jute fiber: potassium dichromate, potassium permanganate and sodium perborate trihydrate. Cellulose 20:3155–3164. doi:10.1007/s10570-013-0049-6
Chen T, Liu W, Qiu R (2013) Mechanical properties and water absorption of hemp fibers–reinforced unsaturated polyester composites: effect of fiber surface treatment with a heterofunctional monomer. BioResources 8:2780–2791. doi:10.15376/biores.8.2.2780-2791
Dai X, Xiong Z, Na H, Zhu J (2014) How does epoxidized soybean oil improve the toughness of microcrystalline cellulose filled polylactide acid composites? Compos Sci Technol 90:9–15. doi:10.1016/j.compscitech.2013.10.009
Dankovich TA, Hsieh YL (2007) Surface modification of cellulose with plant triglycerides for hydrophobicity. Cellulose 14:469–480. doi:10.1007/s10570-007-9132-1
Das K, Ray D, Banerjee C, Bandyopadhyay NR, Mohanty AK, Misra M (2011) Novel materials from unsaturated polyester resin/styrene/tung oil blends with high impact strengths and enhanced mechanical properties. J Appl Polym Sci 119:2174–2182. doi:10.1002/app.32957
Dhakal HN, Zhang ZY, Richardson MOW, Errajhi OAZ (2007a) The low velocity impact response of non-woven hemp fibre reinforced unsaturated polyester composites. Compos Struct 81:559–567. doi:10.1016/j.compstruct.2006.10.003
Dhakal HN, Zhang ZY, Richardson MOW (2007b) Effect of water absorption on the mechanical properties of hemp fibre reinforced unsaturated polyester composites. Compos Sci Technol 67:1674–1683. doi:10.1016/j.compscitech.2006.06.019
Dong C, Ye Y, Qian L, Zhao G, He B, Xiao H (2014) Antibacterial modification of cellulose fibers by grafting β-cyclodextrin and inclusion with ciprofloxacin. Cellulose 21:1921–1932. doi:10.1007/s10570-014-0249-8
Espert A, Vilaplana F, Karlsson S (2004) Comparison of water absorption in natural cellulosic fibres from wood and one-year crops in polypropylene composites and its influence on their mechanical properties. Compos Part A 35:1267–1276. doi:10.1016/j.compositesa.2004.04.004
Haq M, Burgueño R, Mohanty AK, Misra M (2008) Hybrid bio-based composites from blends of unsaturated polyester and soybean oil reinforced with nanoclay and natural fibers. Compos Sci Technol 68:3344–3351. doi:10.1016/j.compscitech.2008.09.007
Haq M, Burgueño R, Mohanty AK, Misra M (2009) Bio-based unsaturated polyester/layered silicate nanocomposites: characterization and thermo-physical properties. Compos Part A 40:540–547. doi:10.1016/j.compositesa.2009.02.008
Karger-Kocsis J, Mahmood H, Pegoretti A (2015) Recent advances in fiber/matrix interphase engineering for polymer composites. Prog Mater Sci 73:1–43. doi:10.1016/j.pmatsci.2015.02.003
Khalil HA, Bhat IUH, Jawaid M, Zaidon A, Hermawan D, Hadi YS (2012) Bamboo fibre reinforced biocomposites: a review. Mater Des 42:353–368. doi:10.1016/j.matdes.2012.06.015
Kim H, Okubo K, Fujii T, Takemura K (2013) Influence of fiber extraction and surface modification on mechanical properties of green composites with bamboo fiber. J Adhes Sci Technol 27:1348–1358. doi:10.1080/01694243.2012.697363
Kushwaha PK, Kumar R (2009) Studies on water absorption of bamboo-polyester composites: effect of silane treatment of mercerized bamboo. Polym Plast Technol Eng 49:45–52. doi:10.1080/03602550903283026
Kushwaha PK, Kumar R (2010) Studies on performance of acrylonitrile pretreated bamboo reinforced thermosetting resin composites. J Reinf Plast Compos 29:1347–1352. doi:10.1177/0731684409103701
Kushwaha PK, Kumar R (2011) Influence of chemical treatments on the mechanical and water absorption properties of bamboo fiber composites. J Reinf Plast Compos 30:73–85. doi:10.1177/0731684410383064
Liu D, Song J, Anderson DP, Chang PR, Hua Y (2012) Bamboo fiber and its reinforced composites: structure and properties. Cellulose 19:1449–1480. doi:10.1007/s10570-012-9741-1
Liu C, Lei W, Cai Z, Chen J, Hu L, Dai Y, Zhou Y (2013) Use of tung oil as a reactive toughening agent in dicyclopentadiene-terminated unsaturated polyester resins. Ind Crops Prod 49:412–418. doi:10.1016/j.indcrop.2013.05.023
Liu W, Chen T, Wen X, Qiu R, Zhang X (2014) Enhanced mechanical properties and water resistance of bamboo fiber–unsaturated polyester composites coupled by isocyanatoethyl methacrylate. Wood Sci Technol 48:1241–1255. doi:10.1007/s00226-014-0668-6
Liu W, Xie T, Qiu R, Fan M (2015a) N-methylol acrylamide grafting bamboo fibers and their composites. Compos Sci Technol 117:100–106. doi:10.1016/j.compscitech.2015.06.005
Liu W, Chen T, Xie T, Lai F, Qiu R (2015b) Oxygen plasma treatment of bamboo fibers (BF) and its effects on the static and dynamic mechanical properties of BF-unsaturated polyester composites. Holzforschung 69:449–455. doi:10.1515/hf-2014-0097
Lu Y, Larock RC (2009) Novel polymeric materials from vegetable oils and vinyl monomers: preparation, properties, and applications. ChemSusChem 2:136–147. doi:10.1002/cssc.200800241
Miao C, Hamad WY (2013) Cellulose reinforced polymer composites and nanocomposites: a critical review. Cellulose 20:2221–2262. doi:10.1007/s10570-013-0007-3
Narewska J, Lassila L, Fardim P (2014) Preparation and characterization of new mouldable cellulose-AESO biocomposites. Cellulose 21:1769–1780. doi:10.1007/s10570-013-0157-3
Qiu R, Liu W, Li K (2015) Investigation of bamboo pulp fiber-reinforced unsaturated polyester composites. Holzforschung 69:967–974. doi:10.1515/hf-2014-0207
Sahoo SK, Mohanty S, Nayak SK (2015) Toughened bio-based epoxy blend network modified with transesterified epoxidized soybean oil: synthesis and characterization. RSC Adv 5:13674–13691. doi:10.1039/C4RA11965G
Sgriccia N, Hawley MC, Misra M (2008) Characterization of natural fiber surfaces and natural fiber composites. Compos Part A 39:1632–1637. doi:10.1016/j.compositesa.2008.07.007
Shahzad A (2012) Effects of alkalization on tensile, impact, and fatigue properties of hemp fiber composites. Polym Compos 33:1129–1140. doi:10.1002/pc.22241
Shang W, Huang J, Luo H, Chang PR, Feng J, Xie G (2013) Hydrophobic modification of cellulose nanocrystal via covalently grafting of castor oil. Cellulose 20:179–190. doi:10.1007/s10570-012-9795-0
Sreekumar PA, Thomas SP, marc Saiter J, Joseph K, Unnikrishnan G, Thomas S (2009) Effect of fiber surface modification on the mechanical and water absorption characteristics of sisal/polyester composites fabricated by resin transfer molding. Compos Part A 40:1777–1784. doi:10.1016/j.compositesa.2009.08.013
Tarnavchyk I, Popadyuk A, Popadyuk N, Voronov A (2015) Synthesis and free radical copolymerization of a vinyl monomer from soybean oil. ACS Sustain Chem Eng 3:1618–1622. doi:10.1021/acssuschemeng.5b00312
Thakur VK, Kessler MR (2014) Free radical induced graft copolymerization of ethyl acrylate onto soy for multifunctional materials. Mater Today Commun 1:34–41. doi:10.1016/j.mtcomm.2014.09.003
Thakur VK, Thunga M, Madbouly SA, Kessler MR (2014) PMMA-g-Soy as a sustainable novel dielectric material. RSC Adv 4:18240–18249. doi:10.1039/C4RA01894J
Thakur MK, Thakur VK, Gupta RK, Pappu A (2016) Synthesis and applications of biodegradable soy based graft copolymers: a review. ACS Sustain Chem Eng 4:1–17. doi:10.1021/acssuschemeng.5b01327
Tran DT, Nguyen DM, Ha Thuc CN, Dang TT (2013) Effect of coupling agents on the properties of bamboo fiber-reinforced unsaturated polyester resin composites. Compos Interface 20:343–353. doi:10.1080/15685543.2013.806100
Yang LT, Zhao CS, Dai CL, Fu LY, Lin SQ (2012) Thermal and mechanical properties of polyurethane rigid foam based on epoxidized soybean oil. J Polym Environ 20:230–236. doi:10.1007/s10924-011-0381-6
Zhang C, Li Y, Chen R, Kessler MR (2014) Polyurethanes from solvent-free vegetable oil-based polyols. ACS Sustain Chem Eng 2:2465–2476. doi:10.1021/sc500509h
Acknowledgments
This research was supported by the Scientific Research Foundation of Graduate School of Fujian Agriculture and Forestry University (Grant No. 1122YB019), the National Natural Science Foundation of China (Grant No. 31070495), the Fujian Provincial funding for Cooperative Project of Higher Education Institutions and Industries, China (Grant No. 2013H6005), and funding from the Ministry of Education, China for the doctoral programs in higher education institutions (Grant No. 20133515110015).
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Liu, W., Xie, T. & Qiu, R. Bamboo fibers grafted with a soybean-oil-based monomer for its unsaturated polyester composites. Cellulose 23, 2501–2513 (2016). https://doi.org/10.1007/s10570-016-0969-z
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DOI: https://doi.org/10.1007/s10570-016-0969-z