Biobased Adhesives from African Mahogany Tannins: Characterization by 1H and 13C NMR and Physicochemical Properties

Authors

  • A. Bikoro Bi Athomo CNRS/ Université de Pau et es Pays de l’Adour, Institut des sciences analytiques et de physico-chimie pour l'environnement et les matériaux - Xylomat, UMR5254, 40004, Mont de Marsan, France and Laboratoire de Recherche et de Valorisation du Matériau Bois (LaReVa Bois). Ecole Normale Supérieure d’Enseignement Technique (ENSET), BP. 3989 Libreville (Gabon)
  • S.P.M. Engozogho Anris CNRS/ Université de Pau et es Pays de l’Adour, Institut des sciences analytiques et de physico-chimie pour l'environnement et les matériaux - Xylomat, UMR5254, 40004, Mont de Marsan, France and Laboratoire de Recherche et de Valorisation du Matériau Bois (LaReVa Bois). Ecole Normale Supérieure d’Enseignement Technique (ENSET), BP. 3989 Libreville (Gabon)
  • R. Safou Tchiama Laboratoire de Recherche et de Valorisation du Matériau Bois (LaReVa Bois). Ecole Normale Supérieure d’Enseignement Technique (ENSET), BP. 3989 Libreville (Gabon) and Laboratoire des Substances Naturelles et de Synthèses Organométalliques (LASNSOM). Unité de Recherche en Chimie, BP 941, Université des Sciences et Techniques de Masuku, Franceville (Gabon)
  • F. Eyma Institut Clément Ader (ICA), Université de Toulouse, CNRSUMR 5312-INSA-ISAE-Mines Albi-UPS, Tarbes, France
  • P.L. de Hoyos-Martinez Chemical and environmental engineering department, University of the Basque Country UPV/EHU, Plaza Europa, 1, 20018, Donostia-San Sebastian, Spain
  • B. Charrier CNRS/ Université de Pau et es Pays de l’Adour, Institut des sciences analytiques et de physico-chimie pour l'environnement et les matériaux - Xylomat, UMR5254, 40004, Mont de Marsan, France

DOI:

https://doi.org/10.12974/2311-858X.2020.08.2

Keywords:

Bark, Sapwood, Heartwood, Khaya ivorensis, Tannins, Thermal stability.

Abstract

The study of the development of tannin-based adhesives from the African mahogany Khaya ivorensis A. Chev tannins condensed hexamine was carried out. Tannins from the bark, sapwood, and heartwood were extracted employing the industrial method (NaOH/Na2SO3/NaHSO3) and they were used to synthesize different formulations of biobased adhesives. Tannins/hexamine/water adhesives obtained were characterized by differential scanning analysis (DSC) to know their physical changes under heat action. Polymerization temperatures were between 90°C and 153°C. These adhesives heat resistance was studied by thermogravimetric analysis (TGA). Results showed good thermal stabilities properties for adhesives with degradation temperatures between 225°C and 250°C. Besides, a thermomechanical analysis (TMA) shows a high value of elasticity modulus for these adhesives. Finally, 2D HSQC NMR analysis was performed to confirm the good reactivity between African mahogany tannins and hexamine linked with strong bounds. 

References

Anris SPE, Athomo ABB, Tchiama RS, Santiago-Medina FJ, Pizzi A, Charrier B, nd. Maldi-ToF analysis and FTIR characterization of Aucoumea klaineana Pierre (Okoume) sapwood and heartwood condensed tannins from Gabon's natural forest.

Basso MC, Pizzi A, Maris JP, Delmotte L, Colin B, Rogaume Y. MALDI-TOF, 13 C NMR, and FTIR analysis of the crosslinking reaction of condensed tannins by triethyl phosphate. Ind. Crops Prod 2017; 95: 621-631. https://doi.org/10.1016/j.indcrop.2016.11.031

Bikoro BAA, Engozogho ASP, Safou TR, Leroyer L, Pizzi A, Charrier B. Chemical analysis and thermal stability of African mahogany (Khaya ivorensis A. Chev) condensed tannins. Holzforschung 2019. https://doi.org/10.1515/hf-2019-0113 https://doi.org/10.1515/hf-2019-0113

Bikoro Bi Athomo A, Engozogho Anris SP, Safou-Tchiama R, Santiago-Medina FJ, Cabaret T, Pizzi A, Charrier B. Chemical composition of African mahogany (K. ivorensis A. Chev) extractive and tannin structures of the bark by MALDITOF. Ind. Crops Prod 2018; 113: 167-178. https://doi.org/10.1016/j.indcrop.2018.01.013

Chupin L, Motillon C, Charrier-El Bouhtoury F, Pizzi A, Charrier B. Characterization of maritime pine (Pinus pinaster) bark tannins extracted under different conditions by spectroscopic methods, FTIR and HPLC. Ind. Crops Prod 2013; 49: 897-903. https://doi.org/10.1016/j.indcrop.2013.06.045

Gaugler M, Grigsby WJ. Thermal Degradation of Condensed Tannins from Radiata Pine Bark. J. Wood Chem. Technol 2009; 29: 305-321. https://doi.org/10.1080/02773810903165671

Gfeller B, Zanetti M, Properzi M, Pizzi A, Pichelin F, Lehmann M, Delmotte L. Wood bonding by vibrational welding. J. Adhes. Sci. Technol 2003; 17: 1573-1589. https://doi.org/10.1163/156856103769207419

Grabber JH, Zeller WE, Mueller-Harvey I. Acetone Enhances the Direct Analysis of Procyanidin- and Prodelphinidin-Based Condensed Tannins in Lotus Species by the Butanol-HCl- Iron Assay. J. Agric. Food Chem 2013; 61: 2669-2678. https://doi.org/10.1021/jf304158m

Kim S, Kim HJ. Curing behavior and viscoelastic properties of pine and wattle tannin-based adhesives studied by dynamic mechanical thermal analysis and FT-IR-ATR spectroscopy. J. Adhes. Sci. Technol 2003; 17: 1369-1383. https://doi.org/10.1163/156856103769172797

Li C, Zhang J, Yi Z, Yang H, Zhao B, Zhang W, Li J. Preparation and characterization of a novel environmentally friendly phenol-formaldehyde adhesive modified with tannin and urea. Int. J. Adhes. Adhes 2016; 66: 26-32. https://doi.org/10.1016/j.ijadhadh.2015.12.004

Moubarik A, Mansouri HR, Pizzi A, Allal A, Charrier F, Badia MA, Charrier B. Evaluation of mechanical and physical properties of industrial particleboard bonded with a corn flour-urea-formaldehyde adhesive. Compos. Part B Eng 2013; 44: 48-51. https://doi.org/10.1016/j.compositesb.2012.07.041

Moubarik A, Pizzi A, Allal A, Charrier F, Charrier B. Cornstarch and tannin in phenol-formaldehyde resins for plywood production. Ind. Crops Prod 2009; 30: 188-193. https://doi.org/10.1016/j.indcrop.2009.03.005

Navarrete P, Pizzi A, Pasch H, Rode K, Delmotte L. MALDITOF and 13C NMR characterization of maritime pine industrial tannin extract. Ind Crops Prod 2010; 32: 105-110. https://doi.org/10.1016/j.indcrop.2010.03.010

Nuopponen MH, Wikberg HI, Birch GM, Jääskeläinen AS, Maunu SL, Vuorinen T, Stewart D. Characterization of 25 tropical hardwoods with Fourier transform infrared, ultraviolet resonance Raman, and 13C-NMR cross-polarization/magicangle spinning spectroscopy. J. Appl. Polym. Sci. 2006; 102: 810-819. https://doi.org/10.1002/app.24143

Péguy EAS, Bikoro BAA, Rodrigue ST, Santiago-Medina FJ, Cabaret T, Pizzi A, Bertrand C. The condensed tannins of Okoume (Aucoumea klaineana Pierre): A molecular structure and thermal stability study. Sci. Rep. Nat. Publ 2020; 10. https://doi.org/10.1038/s41598-020-58431-7

Pichelin F, Kamoun C, Pizzi A. Hexamine hardener behaviour: effects on wood glueing, tannin, and other wood adhesives. Holz Als Roh- Werkst 1999; 57: 305-317. https://doi.org/10.1007/s001070050349

Ping L, Pizzi A, Guo ZD, Brosse N. Condensed tannins extraction from grape pomace: characterization and utilization as wood adhesives for wood particleboard. Ind. Crops Prod 2011; 34: 907-914. https://doi.org/10.1016/j.indcrop.2011.02.009

Pizzi A. Tailoring Adhesion of Adhesive Formulations by Molecular Mechanics/Dynamics. Handb. Adhes. Technol. Revis. Expand 2003; 159. https://doi.org/10.1201/9780203912225.ch7

Pizzi A. Tannery row-The story of some natural and synthetic wood adhesives. Wood Sci. Technol 2000; 34: 277-316. https://doi.org/10.1007/s002260000052

Pizzi A. Tannin-based adhesives. J. Macromol. Sci. Macromol. Chem 1980; 18: 247-315. https://doi.org/10.1080/00222358008081043

Pizzi A, Cameron FA. Flavonoid tannins-structural wood components for drought-resistance mechanisms of plants. Wood Sci. Technol 1986; 20: 119-124.

Pizzi A, Scharfetter H, Kes EW. Adhesives and techniques open new possibilities for the wood processing industry. Holz Als Roh- Werkst 1981; 39: 85-89. https://doi.org/10.1007/BF02606279

Pizzi A, Stephanou A. Phenol-formaldehyde wood adhesives under very alkaline conditions. Part II: Esters curing acceleration, its mechanism, and applied results. Walter de Gruyter, Berlin/New York 1994. https://doi.org/10.1515/hfsg.1994.48.2.150

Saad H, Khoukh A, Ayed N, Charrier B, Bouhtoury FCE. Characterization of Tunisian Aleppo pine tannins for a potential use in wood adhesive formulation. Ind. Crops Prod 2014; 61: 517-525. https://doi.org/10.1016/j.indcrop.2014.07.035

Saayman HM. Res.Bull. Leather Industries. Research Institute 466, Grahamstown, South Africa 1971.

Scharfetter HO, Pizzi A. 1981. Tannin adhesives-from laboratory to industry, in: XVII IUFRO World Congress, Japan 1981/International Union of Forest Research Organizations= Internationaler Verband Forstlicher Forschungsanstalten= Union Internationale Des Instituts Des Recherches Forestieres. Ibaraki, Japan: Japanese IUFRO Congress Council,[1981?].

Taiwo EA, Ogunbodede RA. Production of tannin adhesives from bark of Nigerian trees. Wood Sci. Technol 1995; 29: 103-108. https://doi.org/10.1007/BF00229339

Wang L, Chen SS, Tsang DCW, Poon CS, Shih K. Valueadded recycling of construction waste wood into noise and thermal insulating cement-bonded particleboards. Constr. Build. Mater 2016; 125: 316-325. https://doi.org/10.1016/j.conbuildmat.2016.08.053

Yazaki Y, Collins PJ. Wood adhesives based on tannin extracts from barks of some pine and spruce species. Holz Als Roh- Werkst 1994; 52: 307. https://doi.org/10.1007/BF02621420

Zanetti M, Pizzi A, Beaujean M, Pasch H, Rode K, Dalet P. Acetals-induced strength increase of melamine-ureaformaldehyde (MUF) polycondensation adhesives. II. Solubility and colloidal state disruption. J. Appl. Polym. Sci 2002; 86: 1855-1862. https://doi.org/10.1002/app.11105

Zhang J, Liang J, Du G, Zhou X, Wang H, Lei H. Development and characterization of a bayberry tanninbased adhesive for particleboard. BioResources 2017; 12: 6082-6093. https://doi.org/10.15376/biores.12.3.6082-6093

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Published

06-06-2020

How to Cite

Bi Athomo, A. B. ., Anris, S. E., Tchiama, R. S., Eyma, F., de Hoyos-Martinez, P. ., & Charrier, B. (2020). Biobased Adhesives from African Mahogany Tannins: Characterization by 1H and 13C NMR and Physicochemical Properties. Global Journal Of Botanical Science, 8, 11–20. https://doi.org/10.12974/2311-858X.2020.08.2

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