Abstract
The aim was to optimize the liquefaction conditions of Acacia mangium wood flour with polyethylene glycol (PEG#400) as the solvent in the presence of sulfuric acid as a catalyst under atmospheric pressure. Reaction time (30–180 min), temperature (130–170°C), and the solvent ratio (PEG/glycerol=0–25%) were varied to obtain the lowest residue content. The resulting polyol was characterized by their hydroxyl number (OHN), acid number (AN), viscosity, molecular weight (Mw), thermogravimetric analysis, Fourier transform infrared (FT-IR) and two-dimensional correlation spectroscopy (2D-COS). The OHN was lowered, AN and Mw were elevated as a function of increasing the reaction temperature and the time. Introducing glycerol in the PEG system markedly increased the OHN, AN and viscosity of the liquefied wood. The optimum condition was 80/20% ratio of PEG/glycerol at 150°C in 150 min leading to a 75% liquefaction yield. The 1730 cm−1 band was indicative for the esters in the liquefied product. The 2D-COS analysis showed that lignin is easily liquefied at high temperatures and a decreasing amount of PEG, and that the presence of glycerol significantly enhanced the 1730 cm−1 band.
Acknowledgments
The authors gratefully acknowledge the Sabah Softwood Berhad (SSB), Sabah, Malaysia for providing the Acacia mangium wood chips for this research
Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
Research funding: None declared.
Employment or leadership: None declared.
Honorarium: None declared.
References
Alma, M.H., Salan, T., Temiz, A. (2016) A novel approach for the liquefaction of wood powder: usage of pyrolytic bio-oil as a reaction medium. Int. J. Energy Res. 40:1986–2001.10.1002/er.3581Search in Google Scholar
Anon. NATIP National Timber Industry Policy 2009–2020. Ministry of Plantations Industries and Commodities Malaysia, 2009.Search in Google Scholar
ASTM D 4274-99. Standard test methods for testing polyurethane raw materials: determination of hydroxyl numbers of polyols. Test method d-imidazole-catalyzed phthalic anhydride pressure bottle.Search in Google Scholar
Behrendt, F., Neubauer, Y., Oevermann, M., Wilmes, B., Zobel, N. (2008) Direct liquefaction of biomass. Chem. Eng. Technol. 31:667–677.10.1002/ceat.200800077Search in Google Scholar
Chen, F.G., Lu, Z.M. (2008) Liquefaction of wheat straw and preparation of rigid polyurethane foam from the liquefaction products. J. Appl. Polym. Sci. 111:508–516.10.1002/app.29107Search in Google Scholar
Dence, C.W. (1992) The determination of lignin. In: Methods in Lignin Chemistry. Eds. Lin, S.Y., Dence, C.W. Springer-Verlag, Berlin. pp. 33–61.10.1007/978-3-642-74065-7_3Search in Google Scholar
D’Souza, J.D., Yan, N. (2013) Producing bark-based polyols through liquefaction: effect of liquefaction temperature. ACS Sustain. Chem. Eng. 1:534–540.10.1021/sc400013eSearch in Google Scholar
Esteves, B., Cruz-Lopes, L., Ferreira, J., Domingos, I., Nunes, L., Pereira, H. (2017) Optimizing Douglas-fir bark liquefaction in mixtures of glycerol and polyethylene glycol and KOH. Holzforschung 72:25–30.10.1515/hf-2017-0018Search in Google Scholar
Fengel, D., Wegener, G. Wood – Chemistry, Ultrastructure, Reactions. Walter de Gruyter, Berlin, 1984.10.1515/9783110839654Search in Google Scholar
Hendrik, J., Hadi, Y.S., Massijaya, M.Y., Santoso, A. (2016) Properties of laminated composite panels made from fast-growing species glued with mangium tannin adhesive. Bioresources 11:5949–5960.10.15376/biores.11.3.5949-5960Search in Google Scholar
Hoong, Y.B., Paridah, M.T., Loh, Y.F., Koh, M.P., Luqman, C., Zaidon, A. (2010) Acacia mangium tannin as formaldehyde scavenger for low molecular weight phenol formaldehyde resin in bonding tropical plywood. J. Adhes. Sci. Technol. 24:1653–1662.10.1163/016942410X507740Search in Google Scholar
Izumo, K., Fukushima, M. (2010) Influence of wood species on the properties of biopolyurethane prepared from liquefied wood with residue. J. App. Polym. Sci. 118:2109–2115.10.1002/app.32473Search in Google Scholar
Kobayashi, M., Asano, T., Kajiyama, M., Tomita, B. (2004) Analysis on residue formation during wood liquefaction with polyhydric alcohol. J. Wood Sci. 50:407–414.10.1007/s10086-003-0596-9Search in Google Scholar
Kurimoto, Y., Doi, S., Tamura, Y. (1999) Species effects on wood liquefaction in polyhydric alcohols. Holzforschung 53:617–622.10.1515/HF.1999.102Search in Google Scholar
Lee, W.-J., Kuo, E.-S., Chao, C.-Y., Kao, Y.-P. (2015) Properties of polyurethane (PUR) films prepared from liquefied wood (LW) and ethylene glycol (EG). Holzforschung 69:547–554.10.1515/hf-2014-0142Search in Google Scholar
Lin, L., Yao, Y., Yoshioka, M., Shiraishi, N. (1997) Molecular weights and molecular weight distributions of liquefied wood obtained by acid-catalyzed phenolysis. J. App. Polym. Sci. 64:351–357.10.1002/(SICI)1097-4628(19970411)64:2<351::AID-APP16>3.0.CO;2-3Search in Google Scholar
Minowa, T., Kondo, T., Sudirjo, S.T. (1998) Thermochemical liquefaction of Indonesian biomass residues. Biomass Bioenergy 14:517–524.10.1016/S0961-9534(98)00006-3Search in Google Scholar
Mohd. Nor, M.Y., Chew, L.T., Abdul Razak, M.A., Nurulhuda, M.N. (1989) The adhesive properties of bark extract of Acacia mangium. J. Trop. For. Sci. 2:104–109.Search in Google Scholar
Noda, I. (1990) Two-dimensional infrared (2D IR) spectroscopy: theory and applications. Appl. Spec. 44:4.10.1366/0003702904087398Search in Google Scholar
Salim, R., Wahab, R., Ashaari, Z., Samsi, H.W. (2009) Chemical constituents of oil-cured tropical bamboo Gigantochloa scortechinii. J. Appl. Sci. 9:149–154.10.3923/jas.2009.149.154Search in Google Scholar
Swan, B. (1965) Isolation of acid-soluble lignin from the Klason lignin determination. Svensk Papperstidning 68:791–795.Search in Google Scholar
Tappi Standard (1988) T204. Cm-97, Solvent extractives of wood and pulp.Search in Google Scholar
Tappi Standard (1988) T207. Os-75, Water solubility of wood and pulp.Search in Google Scholar
Tappi Standard (1988) T203. Os-74, Alpha-, beta- and gamma-cellulose in pulp.Search in Google Scholar
Umemura, K., Ueda, T., Munawar, S.-S., Kawai, S. (2011) Application of citric acid as natural adhesive for wood. J. Appl. Polym. Sci. 123:1991–1996.10.1002/app.34708Search in Google Scholar
Xie, T., Chen, F. (2005) Fast liquefaction of bagasse in ethylene carbonate and preparation of epoxy resin from the liquefied product. J. Appl. Polym. Sci. 98:1951–1968.10.1002/app.22370Search in Google Scholar
Xue, B.L., Wen, J.L., Sun, R.C. (2015) Producing lignin-based polyols through microwave-assisted liquefaction for rigid polyurethane foam production. Materials 8:586–599.10.3390/ma8020586Search in Google Scholar
Yamada, T., Ono, H. (1999) Rapid liquefaction of lignocellulosic waste by using ethylene carbonate. Bioresour. Technol. 70:61–67.10.1016/S0960-8524(99)00008-5Search in Google Scholar
Yamada, T., Ono, H. (2001) Characterization of the products resulting from ethylene glycol liquefaction of cellulose. J. Wood Sci. 47:458–464.10.1007/BF00767898Search in Google Scholar
Yamazaki, J., Minami, E., Saka, S. (2006) Liquefaction of Beech wood in various supercritical alcohol. J. Wood Sci. 52:527–532.10.1007/s10086-005-0798-4Search in Google Scholar
Yang, H., Yan, R., Chen, H., Lee, D.-H., Zheng, C. (2007) Characteristics of hemicellulose, cellulose and lignin pyrolysis. Fuel 86:1781–1788.10.1016/j.fuel.2006.12.013Search in Google Scholar
Yao, Y., Yoshioka, M., Shiraishi, N. (1993) Combined liquefaction of wood and starch in a polyethylene glycol/glycerin blended solvent. Mokuzai Gakkaishi 39:930–938.Search in Google Scholar
Yao, Y., Yoshioka, M., Shiraishi, N. (1996) Water-absorbing polyurethanes foams from liquefied starch. J. Appl. Polym. Sci. 60:1939–1949.10.1002/(SICI)1097-4628(19960613)60:11<1939::AID-APP18>3.0.CO;2-WSearch in Google Scholar
Yoshihara, K., Kobayashi, T., Fujii, T., Akamatsu, I. (1984) A novel modification of Klason lignin quantitative method. Japan Tappi 38:86–95.Search in Google Scholar
Zhang, H., Pang, H., Shi, J., Fu, T., Liao, B. (2011) Investigation of liquefied wood residue based on cellulose, hemicellulose and lignin. J. Appl. Polym. Sci. 123:850–856.10.1002/app.34521Search in Google Scholar
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