Skip to content
Licensed Unlicensed Requires Authentication Published by De Gruyter May 9, 2018

Synthesis of phenol formaldehyde (PF) resin for fast manufacturing laminated veneer lumber (LVL)

  • Shu Hong , Zhongji Gu , Ling Chen , Ping Zhu and Hailan Lian EMAIL logo
From the journal Holzforschung

Abstract

Phenol formaldehyde (PF) resin is a well-tried adhesive for manufacturing laminated veneer lumber (LVL). PF has a high bonding strength, good cold pressing property and contributes a lot to the high production efficiency of LVL. In the present paper, PFs were synthesized at three different alkaline condition levels with a molar formaldehyde to phenol (F/P) ratio of 2.25. The bonding strength of PFs was not influenced by the alkalinity. Compared with PFs synthesized under alkalinity of 1 and 4%, PF with 8% alkalinity formed a resin with a high mole mass (MM), uniform mole mass distribution (MMD) and a high cross-linking density. With PF8%, the cold pressing property could be shortened from 30 to 12 min in the winter time. Cured PF8% had a higher cross-linking density than PF1% and PF4%. PF8% has a high potential for industrial production of LVL.

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: This work was supported by the National Natural Science Foundation of China (Funder Id: 10.13039/501100001809, Grant No. 31370567) and Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD) and the Doctorate Fellowship Foundation of Nanjing Forestry University.

  3. Employment or leadership: None declared.

  4. Honorarium: None declared.

References

Aierbe, G.A., Echeverria, J.M., Martin, M.D., Etxeberria, A.M., Mondragon, I. (2000) Influence of the initial formaldehyde to phenol molar ratio (F/P) on the formation of a phenolic resol resin catalyzed with amine. Polymer 41:6797–6802.10.1016/S0032-3861(00)00044-6Search in Google Scholar

Aierbe, G.A., Echeverria, J.M., Riccardi, C.C., Mondragon, I. (2002) Influence of the temperature on the formation of a phenolic resol resin catalyzed with amine. Polymer 43:2239–2243.10.1016/S0032-3861(01)00815-1Search in Google Scholar

Anwar, U.M.K., Paridah, M.T., Hamdan, H., Bakar, S.E., Sapuan, S.M. (2008) Impregnation and drying process of bamboo strips treated with low molecular weight phenol formaldehyde (LMwPF) resin. J. Polym. Mater. 25:35–50.Search in Google Scholar

Astarloa-Aierbe, G., Echeverria, J.M., Mondragon, I. (1999) Kinetics of phenolic resol resin formation by HPLC. III: Zinc acetate. Polymer 40:5873–5878.10.1016/S0032-3861(98)00816-7Search in Google Scholar

Astarloa-Aierbe, G., Echeverria, J.M., Vázquez, A., Mondragon, I. (2000) Influence of the amount of catalyst and initial pH on the phenolic resol resin formation. Polymer 41:3311–3315.10.1016/S0032-3861(99)00519-4Search in Google Scholar

Chai, Y.B., Liu, J.L., Zhao, Y., Yan, N. (2016) Characterization of modified phenol formaldehyde resole resins synthesized in-situ with various boron compounds. Ind. Eng. Chem. Res. 55:9840–9850.10.1021/acs.iecr.6b02156Search in Google Scholar

Fan, D.B., Li, G.Y., Qin, T.F., Chu, F.X. (2014) Synthesis and structure characterization of phenol-urea-formaldehyde resins in the presence of magnesium oxide as catalyst. Polymers 6:2221–2231.10.3390/polym6082221Search in Google Scholar

Gardziella, A., Pilato, L.A., Knop, A. Phenolic Resins. Springer, Berlin, 2000.10.1007/978-3-662-04101-7Search in Google Scholar

Grenier-Loustalot, M.F., Larroque, S., Grande, D., Grenier, P., Bedel, D. (1996) Phenolic resins: 2. Influence of catalyst type on reaction mechanisms and kinetics. Polymer 37:1363–1369.10.1016/0032-3861(96)81133-5Search in Google Scholar

Guan, M.J., Yong, C., Wang, L. (2014) Microscopic characterization of modified phenol-formaldehyde resin penetration of bamboo surfaces and its effect on some properties of two-ply bamboo bonding interface. Bioresources 9:1953–1963.10.15376/biores.9.2.1953-1963Search in Google Scholar

Hassan, A., Rahman, N.A., Yahya, R. (2011) Extrusion and injection-molding of glass fiber/MAPP/polypropylene: effect of coupling agent on DSC, DMA, and mechanical properties. J. Reinf. Plast. Comp. 30:215–224.10.1177/0731684411417916Search in Google Scholar

Haupt, R.A., Sellers, T. (1994) Characterizations of phenol- formaldehyde resol resins. Ind. Eng. Chem. Res. 33:693–697.10.1021/ie00027a030Search in Google Scholar

He, G.B., Yan, N. (2004) 13C NMR study on structure, composition and curing behavior of phenol-urea-formaldehyde resol resins. Polymer 45:6813–6822.10.1016/j.polymer.2004.08.019Search in Google Scholar

Hermawan, A., Nakahara, T., Sakagami, H., Fujimoto, N., Uchikura, K. (2013) Performance of Sugi lamina impregnated with low-molecular weight phenolic resin. J. Wood Sci. 59:299–306.10.1007/s10086-013-1338-2Search in Google Scholar

Holopainen, T., Alvila, L., Rainio, J., Pakkanen, T.T. (1997) Phenol-formaldehyde resol resins studied by 13C-NMR spectroscopy, gel permeation chromatography, and differential scanning calorimetry. J. Appl. Polym. Sci. 66:1183–1193.10.1002/(SICI)1097-4628(19971107)66:6<1183::AID-APP18>3.0.CO;2-2Search in Google Scholar

Holopainen, H., Alvila, L., Pakkanen, T.T., Rainio, J. (2003) Determination of the formaldehyde-to-phenol molar ratios of resol resins by infrared spectroscopy and multivariate analysis. J. Appl. Polym. Sci. 89:3582–3586.10.1002/app.12584Search in Google Scholar

Hong, S., Lian, H.L., Sun, X., Pan, D., Carranza, A., Pojman, J.A., Motamorales, J.D. (2016) Zinc-based deep eutectic solvent-mediated hydroxylation and demethoxylation of lignin for the production of wood adhesive. RSC Adv. 6:89599–89608.10.1039/C6RA18290ASearch in Google Scholar

Hosseinpourpia, R., Mai, C. (2016) Mode of action of brown rot decay resistance in phenol-formaldehyde-modified wood: resistance to Fenton’s reagent. Holzforschung 70:253–259.10.1515/hf-2015-0045Search in Google Scholar

Huang, J., Li, K. (2016) Development and characterization of a formaldehyde-free adhesive from lupine flour, glycerol, and a novel curing agent for particleboard (PB) production. Holzforschung 70:927–935.10.1515/hf-2016-0012Search in Google Scholar

Kim, M.G., Amos, L.W., Barnes, E.E. (1990) Study of the reaction rates and structures of a phenol-formaldehyde resol resin by carbon-13 NMR and gel permeation chromatography. Ind. Eng. Chem. Res. 29:2032–2037.10.1021/ie00106a010Search in Google Scholar

Kurt, R. (2010) Suitability of three hybrid poplar clones for laminated veneer lumber manufacturing using melamine urea formaldehyde adhesive. Bioresources 5:1868–1878.10.15376/biores.5.3.1868-1878Search in Google Scholar

Lian, H.L., Hong, S., Carranza, A., Mota-Morales, J.D., Pojman, J.A. (2015) Processing of lignin in urea/zinc chloride deep-eutectic solvent and its use as filler in a phenol-formaldehyde resin. RSC Adv. 5:28778–28785.10.1039/C4RA16734ASearch in Google Scholar

Luukko, P., Alvila, L., Holopainen, T., Rainio, J., Pakkanen, T.T. (2001) Effect of alkalinity on the structure of phenol-formaldehyde resol resins. J. Appl. Polym. Sci. 82:258–262.10.1002/app.1846Search in Google Scholar

Manfredi, L.B., Osa, O.D.L., Fernández, N.G., Vázquez, A. (1999) Structure-properties relationship for resols with different formaldehyde/phenol molar ratio. Polymer 40:3867–3875.10.1016/S0032-3861(98)00615-6Search in Google Scholar

Mirzaei, B., Sinha, A., Nairn, J.A. (2016) Assessing the role of adhesives in durability of laminated veneer lumber (LVL) by fracture mechanics. Holzforschung 70:763–771.10.1515/hf-2015-0193Search in Google Scholar

Monni, J., Leila Alvila, A., Pakkanen, T.T. (2007) Structural and physical changes in phenol-formaldehyde resol resin, as a function of the degree of condensation of the resol solution. Ind. Eng. Chem. Res. 46:6916–6924.10.1021/ie070297aSearch in Google Scholar

Nam, Y.W., Park, T.U., Dong, K.K. (2006) A study on the effects of reaction conditions on the characteristics of resol resins for foams by statistical analysis. Korean J. Chem Eng. 23:726–730.10.1007/BF02705918Search in Google Scholar

Park, B.D., Riedl, B. (2000) 13C-NMR study on cure-accelerated phenol-formaldehyde resins with carbonates. J. Appl. Polym. Sci. 77:1284–1293.10.1002/1097-4628(20000808)77:6<1284::AID-APP13>3.0.CO;2-KSearch in Google Scholar

Peng, W.L., Riedl, B. (1994) The chemorheology of phenol-formaldehyde thermoset resin and mixtures of the resin with lignin fillers. Polymer 35:1280–1286.10.1016/0032-3861(94)90024-8Search in Google Scholar

Pilato, L. Phenolic Resins: A Century of Progress. Springer, Heidelberg, 2010.10.1007/978-3-642-04714-5Search in Google Scholar

Pizzi, A., Stephanou, A. (1993) On the chemistry, behavior, and cure acceleration of phenol – formaldehyde resins under very alkaline conditions. J. Appl. Polym. Sci. 49:2157–2170.10.1002/app.1993.070491212Search in Google Scholar

Pot, G., Denaud, L.-E., Collet, R. (2015) Numerical study of the influence of veneer lathe checks on the elastic mechanical properties of laminated veneer lumber (LVL) made of beech. Holzforschung 69:337–345.10.1515/hf-2014-0011Search in Google Scholar

Roczniak, K., Biernacka, T., Skarżyński, M. (1983) Some properties and chemical structure of phenolic resins and their derivatives. J. Appl. Polym. Sci. 28:531–542.10.1002/app.1983.070280209Search in Google Scholar

Vázquez, G., LópezSuevos, F., VillarGarea, A., GonzálezAlvarez, J., Antorrena, G. (2004) 13C NMR analysis of phenol-urea-formaldehyde prepolymers and phenol-urea-formaldehyde-tannin adhesives. J. Adhes. Sci. Technol. 18:1529–1543.10.1163/1568561042411231Search in Google Scholar

Waage, S.K., Gardner, D.J., Elder, T.J. (1991) The effects of fillers and extenders on the cure properties of phenol – formaldehyde resin as determined by the application of thermal techniques. J. Appl. Polym. Sci. 42:273–278.10.1002/app.1991.070420131Search in Google Scholar

Wang, M., Sjöholm, E., Li, J. (2017) Fast and reliable quantification of lignin reactivity via reaction with dimethylamine and formaldehyde (Mannich reaction). Holzforschung 7:27–34.10.1515/hf-2016-0054Search in Google Scholar

Xu, D., Zhang, Y., Zhou, H., Meng, Y., Wang, S. (2016) Characterization of adhesive penetration in wood bond by means of scanning thermal microscopy (SThM). Holzforschung 70:323–330.10.1515/hf-2014-0360Search in Google Scholar

Yi, Z., Zhang, J.Z., Zhang, S.F., Gao, Q., Li, J.Z., Zhang, W. (2016) Synthesis and mechanism of metal-mediated polymerization of phenolic resins. Polymers 8:159–170.10.3390/polym8050159Search in Google Scholar

Zhang, Y.S., Yuan, Z.S., Mahmood, N., Huang, S., Xu, C.B. (2016) Sustainable bio-phenol-hydroxymethylfurfural resins using phenolated de-polymerized hydrolysis lignin and their application in bio-composites. Ind. Crop. Prod. 79:84–90.10.1016/j.indcrop.2015.10.048Search in Google Scholar

Zhao, C.H., Pizzi, A., Garnier, S. (1999) Fast advancement and hardening acceleration of low-condensation alkaline PF resins by esters and copolymerized urea. J. Appl. Polym. Sci. 74:359–378.10.1002/(SICI)1097-4628(19991010)74:2<359::AID-APP18>3.0.CO;2-ASearch in Google Scholar

Received: 2017-11-15
Accepted: 2018-04-12
Published Online: 2018-05-09
Published in Print: 2018-09-25

©2018 Walter de Gruyter GmbH, Berlin/Boston

Downloaded on 8.6.2024 from https://www.degruyter.com/document/doi/10.1515/hf-2017-0184/html
Scroll to top button