FORMING AND PROPERTIES OF LIGNIN-PHENOL-FORMALDEHYDE RESINS PREPARED WITH OXIDIZED HYDROLYSIS LIGNIN

UDC 547.992.3: 66.095.3: 665.939.56: 674.815

  • Daniil Valerievich Ivanov Saint Petersburg State Forest Engineering University named after S.M. Kirov Email: ivanov.D.V.SPB@yandex.ru
  • Margarita Gennadievna Glazunova St. Petersburg State Forest Technical University named after S.M. Kirov Email: rita.mg.1212@yandex.ru
  • Eduard Ivanovich Evstigneev St. Petersburg State Forest Technical University named after S.M. Kirov Email: edward_evst@mail.ru
  • Anton Stanislavovich Mazur Saint Petersburg State University Email: a.mazur@spbu.ru
Keywords: oxidized hydrolysis lignin, lignin-phenol-formaldehyde resin, phenol-formaldehyde resin, polycondensation, particleboard

Abstract

The formation and properties of lignin-phenol-formaldehyde resins synthesized by substitution 10–40% of phenol with oxidized hydrolysis lignin relative to the recipe of the base phenol-formaldehyde resin were researched. Using the 13C NMR spectroscopy, it was found that the interaction of oxidized hydrolysis lignin with formaldehyde and methylolphenols occurs predominantly when the reaction mixture is maintained at 96–98 °C, and methylolation of the lignin preparation is possible only when the reaction centers of phenol are consumed. During the synthesis, the oxidized hydrolysis lignin partially neutralizes the alkali catalyst with the formation of a sodium salt. A decrease in the alkali content in the reaction mixture leads to an intensification of the polycondensation of methylolphenols and an increase in the molecular weight of phenol-formaldehyde oligomers. With an increase in the degree of substitution of phenol with oxidized hydrolysis lignin, the reactivity of lignin-phenol-formaldehyde resins increased. Using IR spectroscopy and solid-state NMR spectroscopy 13C, it was found that the cured resins synthesized by substituting 30 and 40% of phenol with oxidized hydrolysis lignin, compared with the cured base phenol-formaldehyde resin, are distinguished by a relatively dense cross-linked structure formed mainly by methylene bridges. Particleboards manufactured using resins synthesized by substituting 30 and 40% of phenol with oxidized hydrolysis lignin are distinguished by high physical and mechanical properties compared to boards based on the base phenol-formaldehyde resin and are not inferior to the properties of boards based on industrial phenol-formaldehyde resin brand SFZh-3014.

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

Author Biographies

Daniil Valerievich Ivanov , Saint Petersburg State Forest Engineering University named after S.M. Kirov

Candidate of Technical Sciences, Associate Professor

Margarita Gennadievna Glazunova , St. Petersburg State Forest Technical University named after S.M. Kirov

Postgraduate Student

Eduard Ivanovich Evstigneev , St. Petersburg State Forest Technical University named after S.M. Kirov

Professor, Doctor of Chemical Sciences

Anton Stanislavovich Mazur , Saint Petersburg State University

Engineer, Resource Center for Magnetic Resonance Research Methods

References

Melro E., Antunes F., Valente A., Duarte H., Romano A., Medronho B. Molecules, 2022, vol. 27 (9), 2825. https://doi.org/10.3390/molecules27092825.

Alonso M.V., Oliet M., Rodríguez F., Astarloa G., Echeverría J.M. Journal of Applied Polymer Science, 2004, vol. 92(7), pp. 643–650. https://doi.org/10.1002/app.20887.

Ghorbani M., Konnerth J., van Herwijnen H.W.G., Zinovyev G., Budjav E., Requejo Silva A., Liebner F. Journal of Applied Polymer Science, 2017, vol. 135(8), 45893. https://doi.org/10.1002/app.45893.

Thébault M., Li Ya, Beuc C., Frybort S., Zikulnig-Rusch E., Kutuzova L., Kandelbauer A. Journal of renewable mate-rials, 2020, vol. 8(10), pp. 1181–1198. https://doi.org/10.32604/jrm.2020.09755.

Yang S., Zhang Y., Yuan T.-Q., Sun, R.-C. Journal of Applied Polymer Science, 2015, vol. 132(36), 42493. https://doi.org/10.1002/app.42493.

Younesi-Kordkheili H., Pizzi A. The Journal of Adhesion, 2017, vol. 94(2), pp. 143–154. https://doi.org/10.1080/00218464.2016.1263945.

Varfolomeyev A.A., Sinegibskaya A.D., Gogotov A.F. Gizetdinova N.A. Fenolformal'degidnyye smoly, modifitsiro-vannyye ligninami. [Phenol-formaldehyde resins modified with lignins]. Bratsk, 2012, 312 p. (in Russ.).

Yevstigneyev E.I. Zhurnal prikladnoy khimii, 2013, vol. 86, no. 2, pp. 278–285. (in Russ.).

Yevstigneyev E.I., Yuzikhin O.S., Gurinov A.A., Ivanov A.Yu., Artamonova T.O., Khodorkovskiy M.A., Bessono-va Ye.A., Vasil'yev A.V. Zhurnal prikladnoy khimii, 2015, vol. 88, no. 8, pp. 1175–1183. (in Russ.).

Vasil'yev V.V. Byulleten' Assotsiatsii LESTEKh, 2024, no. 3(17), pp. 32–35. (in Russ.).

Ghorbani M., Liebner F., Herwijnen H.W., Pfungen L., Krahofer M., Budjav E., Konnerth J. Bioresources, 2016, vol. 11, no. 3, pp. 6727–6741. https://doi.org/10.15376/BIORES.11.3.6727-6741.

Yang S., Wu J.-Q., Zhang Y., Yuan T.-Q., Sun R.-C. Journal of Biobased Materials and Bioenergy, 2015, vol. 9(2), pp. 266–272. https://doi.org/10.1166/jbmb.2015.1514.

Thébault M., Kutuzova L., Jury S., Eicher I., Zikulnig-Rusch E., Kandelbauer A. Journal of Renewable Materials, 2020, vol. 8(6), pp. 603–630. https://doi.org/10.32604/jrm.2020.09616.

Zakusilo D.N., Evstigneyev E.I., Ivanov A.Y., Mazur A.S., Bessonova E.A., Mammeri O.A., Vasilyev A.V. Journal of Wood Chemistry and Technology, 2023, vol. 43(2), pp. 103–115. https://doi.org/10.1080/02773813.2023.2187064.

Gogotov A.F., Varolomeyev A.A., Sinegibskaya A.D., Kanitskaya L.V., Rokhin A.V. Zhurnal prikladnoy khimii, 2009, vol. 82, no. 6, pp. 1043–1045. (in Russ.).

Paju J., Pehk T., Christjanson P. Proceedings of the Estonian Academy of Sciences, 2009, vol. 58(1), pp. 45–52. https://doi.org/10.3176/proc.2009.1.08.

Luukko P., Alvila L., Holopainen T., Rainio J., Pakkanen T. Journal of Applied Polymer Science, 2001, vol. 82(1), pp. 258–262. https://doi.org/10.1002/app.1846.

Ogorodnikov S.K. Formal'degid. [Formaldehyde]. Leningrad, 1984, 280 p. (in Russ.).

Poljanšek I., Krajnc M. Acta Chimica Slovenica, 2005, vol. 52(3), pp. 238–244.

Reznikov V.M., Sorokina N.F. Obshchaya i prikladnaya khimiya: respublikanskiy mezhvedomstvennyy sbornik. [Gen-eral and applied chemistry: republican interdepartmental collection]. Minsk, 1972, vol. 4, pp. 107–115. (in Russ.).

Igonin L.A., Mirakhmedov M.M., Turchaninova K.I., Shabadash A.N. Doklady Akademii nauk SSSR, 1961, vol. 141, no. 6, pp. 1366–1368. (in Russ.).

Prech E., Bol'mann F., Affol'ter K. Opredeleniye stroyeniya organicheskikh soyedineniy. Tablitsy spektral'nykh dannykh. [Determination of the structure of organic compounds. Spectral data tables]. Moscow, 2006, 438 p. (in Russ.).

Kalabin G.A., Kanitskaya L.V., Kushnarev D.F. Kolichestvennaya spektroskopiya YaMR prirodnogo organichesko-go syr'ya i produktov yego pererabotki. [Quantitative NMR spectroscopy of natural organic raw materials and their pro-cessed products]. Moscow, 2000, 408 p. (in Russ.).

Kardashov D.A., Petrova A.P. Polimernyye klei. Sozdaniye i primeneniye. [Polymer adhesives. Creation and application]. Moscow, 1983, 256 p. (in Russ.).

Petrova A.P. Termostoykiye klei. [Heat-resistant adhesives]. Moscow, 1977, 200 p. (in Russ.).

Bardonov V.A. Drevesnyye plity i fanera: teoriya i praktika: Vserossiyskaya nauchno-prakticheskaya konferentsiya. [Wood panels and plywood: theory and practice: All-Russian scientific and practical conference]. St. Petersburg, 2021, pp. 43–47. (in Russ.).

Published
2025-09-29
How to Cite
1. Ivanov D. V., Glazunova M. G., Evstigneev E. I., Mazur A. S. FORMING AND PROPERTIES OF LIGNIN-PHENOL-FORMALDEHYDE RESINS PREPARED WITH OXIDIZED HYDROLYSIS LIGNIN // Chemistry of plant raw material, 2025. № 3. P. 329-341. URL: https://journal.asu.ru/cw/article/view/16542.
Section
Technology