Analysis of Photodegraded Lignin and Lignin Model Compounds by ATR-FTIR Spectroscopy

Mirshkraee, Ahmad; Lari, Jalil; Mstaghni, Fatemeh; Abdolkhani, Ali

doi:10.22092/ijwpr.2014.6185

Document Type : Research Paper

Authors

¹ Professor, Dept. of Chemistry, Payam Noor University, P.O.Box: 73918-83649, Tehran, Iran

² Associate Professor, Dept. of wood and Paper, Faculty of Natural Resources, University of Tehran, Karaj, Iran

https://doi.org/10.22092/ijwpr.2014.6185

Abstract

In this study, optical behavior of methylated and unmethylated Bjorkman lignin from poplar wood and two lignin model compound (phenolic and non phenolic) with β-O-4 linkages was investigated. First, these lignins were precipitated on a cellulosic matrix (Whatman Paper) using different times (0, 5, 10, 15, 20 h) and then matrixcovered surface was analyzed using Attenuated Total Reflectance FTIR technique. The results showed that irradiation altered the chemical structure of all samples. Lignin was the most sensitive component to photodegradation and the intensities of its characteristic bands decreased significantly during the process of irradiation. This was accompanied by formation of new carbonyl groups appearing at 1735 cm^_1. Compared with the unmethylated forms, the rate of lignin degradation and carbonyl formation was relatively lower in methylated forms. In other words, methylation of phenolic hydroxyl group reduced the chemical changes induced by irradiation.

Keywords

References

-Azadfallah, M., Mirshokraei, S.A., Latibari, A.J. and Parsapajouh, D., 2008. Analysis of Photodegraded Lignin on Cellulose Matrix by Means of FTIR Spectroscopy and High Pressure Size Exclusion Chromatography. Iranian Polymer Journal, 17 (1): 73-80.

-Colom, X. and Carrill, F., 2005. Comparative study of wood samples of the northern area of Catalonia by FT-IR. J. Wood Chem. Technol., 25 (1–2): 1–11.

-Crestini, C. and Dauria, M., 1996. Photodegradation of lignin: the role of singlet oxygen. J Photochem Photobiol A: Chem, 101: 69-73.

-Crestini, C. and Dauria, M., 1997. Singlet oxygen in the photodegradation of lignin models. Tetrahedron, 53,7877-88.

-Da Luz, B.R., 2006. Attenuated total reflectance spectroscopy of plant leaves: A tool for ecological and botanical studies. New Phytologist, 172(2): 305–318.

-Dence, C.W., 1992. The determination of lignin: 33–62. In: Lin, S.Y. and Dence, C.W., (Eds.). Methods in Lignin Chemistry. Springer-Verlag.

-Emandi, A., Budrugeac, P. and Emandi, I., 2010. The assessment of the decayed lime wood polymeric components by TG and FT-IR parameters correlation. International Journal of Conservation Science, 1(4): 211-218.

-Hon, D.N.S., 1991. Photochemistry of wood: 525-55. In: Hon, D.N.S., Shiraishi, N., (Eds.). Wood and cellulosic chemistry, Marcel Decker.

-Hon, D.N.S., 2000. Weathering and photochemistry of wood: 512–546. In: Hon, D.N.S. and Shiraishi, N. (Eds.), Wood and Cellulosic Chemistry, 2nd Edition, Marcel Dekker, New York.

-Huang, Z., Cooper, P., Wang, X. D., Wang, X. M., Zhang, Y. L. and Casilla, R., 2010. Effects of conditioning exposure on the pH distribution near adhesive wood bond lines. Wood and Fiber Science, 42(2): 219–228.

-Kaparaju, P. and Felby, C., 2010. Characterization of lignin during oxidative and hydrothermal pre-treatment processes of wheat straw and corn stover. Bioresource Technology, 101(9): 3175–3181.

-Kirov, K. R. and Assender, H. E., 2005. Quantitative ATR-IR analysis of anisotropic polymer films: Surface structure of commercial PET. Macromolecules, 38(22): 9258–9265.

-Lammers, K., Arbuckle-Keil, G. and Dighton, J., 2009. FT-IR study of the changes in carbohydrate chemistry of three New Jersey pine barrens leaf litters during simulated control burning. Soil Biology & Biochemistry, 41: 340–347.

-Lanzalunga , O. and Bietti, M., 2000. Photo- and radiation chemical induced degradation of lignin model compounds. Journal of Photochemistry and Photobiology, B(56): 85–108.

-Mirshokraie, S.A., Abdulkhani, A. and Karimi, A., 2008. Chemical structure elucidation of milled wood lignin and cellulytic lignin from Poplar. Iranian Journal of Wood and Paper Science Research, 23(2): 102-122.

-Mitsui, K., 2004. Changes in the properties of light-irradiated wood with heat treatment. Part 2. Effect of light irradiation time and wavelength. Holz Roh Werkst, 62: 23-30.

-Mitsui, K., Murata, A. and Tolvaj, L., 2004. Changes in the properties of lightirradiated wood with heat treatment. Part 3. Monitoring by DRIFT spectroscopy. Holz Roh Werkst; 62:164-8.

-Mostaghni, F., Teimoory, A. and Mirshokraei, S.A., 2013. Synthesis, spectroscopic characterization and DFT calculations on of β-O-4 type lignin model compounds. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 110: 430–436.

-Muller, U., Ratzsch, M., Schwanninger, M., Steinera, M. and Zobla, H., 2003. Yellowing and IR-changes of spruce wood as result of UV-irradiation. Journal of Photochemistry and Photobiology B: Biology, 69: 97–105.

-Pandey, K.K., 2005. Study of the effect of photoirradiation on the surface chemistry of wood. Polym. Degrad. Stab., 90: 9–20.

-Paulsson, M. and Ragauskas, A.J., 1998. Chemical Modification of Lignin-Rich Paper Part 10' The Light-Induced Yellowing of Untreated and Acety!ated High-Yield Pulps Studied by Solid-State UVNIS Diffuse Reflectance Spectroscopy. Nordic Pulp and Paper Research Journal, 13(3): 198-205.

-Popescu, C. M., Popescu, M.C., Singurel, G., Vasille, C., Argyropoulos, D.S. and Willfor, S., 2007. Spectral characterization of Eucalyptus, wood. Applied Spectroscopy, 61(11): 1168–1177.

-Sahin, H.T., 2007. RF-CF4 plasma surface modification of paper: Chemical evaluation of two sidedness with XPS/ATR-FTIR, Applied Surface Science, 253: 4367–4373.

-Schwanninger, M., Rodrigues, J.C., Perira, H. and Hinterstoisser, B., 2004. Effects of short-time vibratory ball milling on the shape of FT-IR spectra of wood and cellulose. Vibrational Spectroscopy, 36: 23–40.

-Svenson, D.R., Chang, H.m., Jameel H. and Kadla, J.F., 2005. The role of non-phenolic lignin in chlorate-forming reactions during chlorine dioxide bleaching of softwood kraft pulp. Holzforschung, 59: 110–115.

-TAPPI Test Methods 1998–1999, T 272 sp-97, TAPPI Press, Atlanta, 1998.

-Xavier, R.J. and Gobinath, E., 2012. FT-IR, FT-Raman, ab initio and DFT studies, HOMO–LUMO and NBO analysis of 3-amino-5-mercapto-1,2,4-triazole. Spectrochimica Acta Part A, 86: 242– 251.

Analysis of Photodegraded Lignin and Lignin Model Compounds by ATR-FTIR Spectroscopy

References

References

Volume 29, Fall 3 - Serial Number 48November 2014Pages 343-353

Volume 29, Fall 3 - Serial Number 48
November 2014
Pages 343-353