Abstract
Even though cure kinetics of melamine–urea–formaldehyde (MUF) resins with low melamine contents (0–20 mass%) and high-temperature curing have been studied, research on the thermal cure kinetics of cold-setting MUF resins with relatively high melamine content (20–40 mass%) is limited. Therefore, this study reports thermal cure kinetics of cold-setting MUF resins synthesized with three melamine contents, using differential scanning calorimetry. A model-fitting method (Kissinger), three model-free kinetic methods (Friedman (FR), Flynn–Wall–Ozawa (FWO), and Kissinger–Akahira–Sunose (KAS)), and a nonlinear isoconversional (or Vyazovkin) method were employed to theoretically estimate the cure kinetics of cold-setting MUF resins with high melamine content. The results of Kissinger analysis provided reliable activation energy (Ea) which was also comparable with those of isoconversional analysis. As the degree of conversion (α) increased, the activation energy (Eα) of MUF resins decreased, regardless of melamine content. However, the activation energy (Ea), isoconversional activation energy (Eα), and the peak temperature (Tp) increased as the melamine content increased. Two methods such as KAS and Vyazovkin methods were reliable in estimating their cure kinetics based on R2 values and cure kinetic parameters. Analysis of the cure kinetics showed that all melamine contents MUF resins followed an nth-order reaction (OR (n > 1)) model.
References
Baxter GF, Kreibich RE. Fast-curing phenolic adhesive system. Forest Prod. J. 1973;23(1):17–22.
Mansouri HR, Pizzi A, Fredon E. Honeymoon fast-set adhesives for glulam and finger joints of higher natural materials content. Eur J Wood Wood Prod. 2009;67(2):207–10. https://doi.org/10.1007/s00107-009-0312-6.
Pizzi A, Cameron FA. Fast-set adhesives for glulam [Phenol-resorcinol-formaldehyde, structural finger-jointing]. For Prod J (USA). 1985;34:61–8.
Dunky M. Urea-formaldehyde (UF) adhesive resins for wood. Int J Adhes Adhes. 1998;18(2):95–107. https://doi.org/10.1016/S0143-7496(97)00054-7.
Zhang J, Wang X, Zhang S, Gao Q, Li J. Effects of melamine addition stage on the performance and curing behavior of melamine-urea-formaldehyde (MUF) resin. BioResources. 2013;8(4):5500–14. https://doi.org/10.15376/biores.8.4.5500-5514.
Pizzi A, Mittal KL. Handbook of adhesive technology. 2nd ed. New York: Marcel Dekker, Inc.; 2003.
Mantanis GI, Athanassiadou ET, Barbu MC, Wijnendaele K. Adhesive systems used in the European particleboard, MDF and OSB industries*. Wood Mat Sci Eng. 2018;13(2):104–16. https://doi.org/10.1080/17480272.2017.1396622.
Sauget A, Pizzi A, Guillot A, Godart S, Apolit R, Mezzina M. Performance of MUF honeymoon adhesive for glulam. Eur J Wood Wood Prod. 2014;72:697–8. https://doi.org/10.1007/s00107-014-0819-3.
Young No B, Kim MG. Evaluation of melamine-modified urea-formaldehyde resins as particleboard binders. J Appl Polym Sci. 2007;106(6):4148–56. https://doi.org/10.1002/app.26770.
Young No B, Kim MG. Syntheses and properties of low-level melamine-modified urea-melamine-formaldehyde resins. J Appl Polym Sci. 2004;93(6):2559–69. https://doi.org/10.1002/app.20778.
Shiau DW, Eric S. Low formaldehyde emission urea-formaldehyde resins containing a melamine additive. U.S.A patent No. 4,536,245. 1985. https://patents.google.com/patent/US4536245A/en.
Wibowo ES, Park BD. Enhancing adhesion of thermosetting urea-formaldehyde resins by preventing the formation of H-bonds with multi-reactive melamine. J Adhes. 2022;98(3):257–85. https://doi.org/10.1080/00218464.2020.1830069.
Kim M, Park B-D, Hong SI. Effect of synthesis parameters of cold-setting melamine-urea-formaldehyde resins on the adhesion in wood bonding. J Adhes Sci Technol. 2021;35(21):2375–90. https://doi.org/10.1080/01694243.2021.1885902.
Jeong B, Park B-D, Causin V. Influence of synthesis method and melamine content of urea-melamine-formaldehyde resins to their features in cohesion, interphase, and adhesion performance. J Ind Eng Chem Korean Soc Ind Eng Chem. 2019;79:87–96. https://doi.org/10.1016/j.jiec.2019.05.017.
Pal AK, Katiyar V. Theoretical and analyzed data related to thermal degradation kinetics of poly (L-lactic acid)/chitosan-grafted-oligo L-lactic acid (PLA/CH-g-OLLA) bionanocomposite films. J Data Br. 2017;10:304–11. https://doi.org/10.1016/j.dib.2016.11.100.
Borchardt HJ, Daniels F. The application of differential thermal analysis to the study of reaction kinetics. J Am Chem Soc. 1957;79(1):41–6.
Dhar P, Vangala SPK, Tiwari P, Kumar A, Katiyar V. Thermal degradation kinetics of poly (3-hydroxybutyrate)/cellulose nanocrystals based nanobiocomposite. J Thermodyn Catal. 2014;5(2):1000134. https://doi.org/10.4172/2157-7544.1000134.
Kissinger HE. Reaction kinetics in differential thermal analysis. Anal Chem. 1957;29(11):1702–6.
Vyazovkin S, Burnham AK, Criado JM, Pérez-Maqueda LA, Popescu C, Sbirrazzuoli N. ICTAC Kinetics Committee recommendations for performing kinetic computations on thermal analysis data. Thermochim Acta. 2011;520(1–2):11–9. https://doi.org/10.1016/j.tca.2011.03.034.
Muraleedharan K, Alikutty P, Abdul Mujeeb VM, Sarada K. Kinetic studies on the thermal dehydration and degradation of chitosan and citralidene chitosan. J Polym Environ. 2015;23:1–10. https://doi.org/10.1007/s10924-014-0665-8.
Díaz-Celorio E, Franco L, Márquez Y, Rodríguez-Galán A, Puiggalí J. Thermal degradation studies on homopolymers and copolymers based on trimethylene carbonate and glycolide units. Thermochim Acta. 2012;528:23–31. https://doi.org/10.1016/j.tca.2011.11.006.
Vyazovkin S. Evaluation of activation energy of thermally stimulated solid-state reactions under arbitrary variation of temperature. J Comput Chem. 1997;18(3):393–402. https://doi.org/10.1002/(SICI)1096-987X(199702)18:3%3c393::AID-JCC9%3e3.0.CO;2-P.
Friedman HL. Kinetics of thermal degradation of char-forming plastics from thermogravimetry. Application to a phenolic plastic. J Polym Sci Part C Polym Symp. 1964;6(1):183–95. https://doi.org/10.1002/polc.5070060121.
Vyazovkin S. Modification of the integral isoconversional method to account for variation in the activation energy. J Comput Chem. 2001;22(2):178–83. https://doi.org/10.1002/1096-987X(20010130)22:2%3c178::AID-JCC5%3e3.0.CO;2-%23.
Starink MJ. The determination of activation energy from linear heating rate experiments: a comparison of the accuracy of isoconversion methods. Thermochim Acta. 2003;404(1–2):163–76. https://doi.org/10.1016/S0040-6031(03)00144-8.
Gollkerl SV, Luss D. Analysis of activation energy of grouped parallel reactions. AIChE J. 1972;18(2):277–82. https://doi.org/10.1002/aic.690180205.
Flynn JH, Wall LA. General treatment of the thermogravimetry of polymers. J Res Natl Bur Stand Sect A, Phys Chem. 1966;70(6):487–523. https://doi.org/10.6028/jres.070A.043.
Ozawa T. A new method of analyzing thermogravimetric data. Bull Chem Soc Jpn. 1965;38(11):1881–6. https://doi.org/10.1246/bcsj.38.1881.
Doyle CD. Estimating isothermal life from thermogravimetric data. J Appl Polym Sci. 1962;6(24):639–42. https://doi.org/10.1002/app.1962.070062406.
Akahira T, Sunose T. Transactions of joint convention of four electrical institutes. Rep Res, Chiba Inst Technol. 1971;16:22–31.
Murray P, White J. Kinetics of the thermal dehydration of clays. Part IV. Interpretation of the differential thermal analysis of the clay minerals. Trans Br Ceram Soc. 1955;54:204–38.
Coats AW, Redfern JP. Kinetic parameters from thermogravimetric data. Nature. 1964;201(4914):68–9. https://doi.org/10.1038/201068a0.
Wibowo ES, Park B-D. Cure kinetics of low-molar-ratio urea-formaldehyde resins reinforced with modified nanoclay using different kinetic analysis methods. Thermochim Acta. 2020;686:178552. https://doi.org/10.1016/j.tca.2020.178552.
Vyazovkin S. A unified approach to kinetic processing of nonisothermal data. Int J Chem Kinet. 1996;28(2):95–101. https://doi.org/10.1002/(SICI)1097-4601(1996)28:2%3c95::AID-KIN4%3e3.0.CO;2-G.
Brown ME, Dollimore D, Galwey AK. Reactions in the solid state. Amsterdam: Elsevier; 1980.
Sestak J. Thermophysical properties of solids. Amsterdam: Elsevier; 1984.
Vyazovkin S, Dollimore D. Linear and nonlinear procedures in isoconversional computations of the activation energy of nonisothermal reactions in solids. J Chem Inf Comput Sci. 1996;36(1):42–5. https://doi.org/10.1021/ci950062m.
Siimer K, Kaljuvee T, Christjanson P. Thermal behaviour of urea-formaldehyde resins during curing. J Therm Anal Calorim. 2003;72(2):607–17. https://doi.org/10.1023/A:1024590019244.
Cai X, Riedl B, Wan H, Zhang SY, Wang X-M. A study on the curing and viscoelastic characteristics of melamine–urea–formaldehyde resin in the presence of aluminium silicate nanoclays. Compos A Appl Sci Manuf. 2010;41(5):604–11. https://doi.org/10.1016/j.compositesa.2010.01.007.
Nuryawan A, Park B-D, Singh AP. Comparison of thermal curing behavior of liquid and solid urea-formaldehyde resins with different formaldehyde/urea mole ratios. J Therm Anal Calorim. 2014;118:397–404. https://doi.org/10.1007/s10973-014-3946-5.
Lubis MAR, Park B-D. Modification of urea-formaldehyde resin adhesives with oxidized starch using blocked pMDI for plywood. J Adhes Sci Technol. 2018;32(24):2667–81. https://doi.org/10.1080/01694243.2018.1511075.
Jeong B, Park B-D. Effect of molecular weight of urea–formaldehyde resins on their cure kinetics, interphase, penetration into wood, and adhesion in bonding wood. Wood Sci Technol. 2019;53:665–85. https://doi.org/10.1007/s00226-019-01092-1.
Vyazovkin S, Sbirrazzuoli N. Isoconversional kinetic analysis of thermally stimulated processes in polymers. Macromol Rapid Commun. 2006;27(18):1515–32. https://doi.org/10.1002/marc.200600404.
Patel A, Maiorana A, Yue L, Gross RA, Manas-Zloczower I. Curing kinetics of biobased epoxies for tailored applications. Macromolecules. 2016;49(15):5315–24. https://doi.org/10.1021/acs.macromol.6b01261.
Kandelbauer A, Wuzella G, Mahendran A, Taudes I, Widsten P. Model-free kinetic analysis of melamine-formaldehyde resin cure. Chem Eng J. 2009;152(2–3):556–65. https://doi.org/10.1016/j.cej.2009.05.027.
Xia Y, Huang Y, Li Y, Liao S, Long Q, Liang J. LaPO4: Ce, Tb, Yb phosphor—synthesis and kinetics study for thermal process of precursor by Vyazovkin, OFW, KAS, Starink, and Mastplosts methods. J Therm Anal Calorim. 2015;120:1635–43. https://doi.org/10.1007/s10973-015-4548-6.
Joseph A, Bernardes CES, Druzhinina AI, Varushchenko RM, Nguyen TY, Emmerling F, et al. Polymorphic phase transition in 4′-hydroxyacetophenone: equilibrium temperature, kinetic barrier, and the relative stability of Z ′ = 1 and Z ′ = 2 forms. Cryst Growth Des. 2017;17(4):1918–32. https://doi.org/10.1021/acs.cgd.6b01876.
Gao X, Jiang L, Xu Q. Experimental and theoretical study on thermal kinetics and reactive mechanism of nitrocellulose pyrolysis by traditional multi kinetics and modeling reconstruction. J Hazard Mater. 2020;386:121645. https://doi.org/10.1016/j.jhazmat.2019.121645.
Trache D, Abdelaziz A, Siouani B. A simple and linear isoconversional method to determine the pre-exponential factors and the mathematical reaction mechanism functions. J Therm Anal Calorim. 2017;128(1):335–48. https://doi.org/10.1007/s10973-016-5962-0.
Bonilla J, Salazar RP, Mayorga M. Kinetic triplet of Colombian sawmill wastes using thermogravimetric analysis. Heliyon. 2019;5(10):e02723. https://doi.org/10.1016/j.heliyon.2019.e02723.
Fong MJB, Loy ACM, Chin BLF, Lam MK, Yusup S, Jawad ZA. Catalytic pyrolysis of Chlorella vulgaris Kinetic and thermodynamic analysis. Bioresour Technol. 2019;289:121689. https://doi.org/10.1016/j.biortech.2019.121689.
da Silva JCG, Alves JLF, de Galdino Araujo WV, Andersen SLF, de Sena RF. Pyrolysis kinetic evaluation by single-step for waste wood from reforestation. Waste Manag. 2018;72:265–73. https://doi.org/10.1016/j.wasman.2017.11.034.
Sbirrazzuoli N, Girault Y, Elégant L. Simulations for evaluation of kinetic methods in differential scanning calorimetry. Part 3—peak maximum evolution methods and isoconversional methods. Thermochim Acta. 1997;293(1–2):25–37. https://doi.org/10.1016/S0040-6031(97)00023-3.
Flynn JH. The isoconversional method for determination of energy of activation at constant heating rates: corrections for the Doyle approximation. J Therm Anal. 1983;27:95–102. https://doi.org/10.1007/BF01907325.
Málek J. The kinetic analysis of non-isothermal data. Thermochim Acta. 1992;200:257–69. https://doi.org/10.1016/0040-6031(92)85118-F.
Senum GI, Yang RT. Rational approximations of the integral of the Arrhenius function. J Therm Anal. 1977;11(3):445–7. https://doi.org/10.1007/BF01903696.
Lascano D, Quiles-Carrillo L, Balart R, Boronat T, Montanes N. Kinetic analysis of the curing of a partially biobased epoxy resin using dynamic differential scanning calorimetry. Polymers. 2019;11(3):391. https://doi.org/10.3390/polym11030391.
Acknowledgements
The research was financially supported by the Korea Forestry Promotion Institute (Grant No. 2023485B10-2325-AA01).
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This study was funded by the Korea Forestry Promotion Institute, 2023485B10-2325-AA01, Byung-Dae Park.
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Lee, J., Park, BD. Thermal cure kinetics of cold-setting melamine–urea–formaldehyde resins with high melamine content. J Therm Anal Calorim 148, 6407–6422 (2023). https://doi.org/10.1007/s10973-023-12167-4
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DOI: https://doi.org/10.1007/s10973-023-12167-4