MODERN IR-SPECTROSCOPIC METHODS FOR THE ANALYSIS OF HYDROXYBENZENE-METHANAL RESIN OBTAINED ON THE BASIS OF 2,5-FURANDION

Authors

Sherali Anvarovich Umarov, Tashkent State Technical University, Tashkent city, Republic of Uzbekistan, https://orcid.org/0000-0002-1792-4774Follow
Ravshan Israilovich Ismailov Ismailov, Tashkent State Technical University, Tashkent city, Republic of Uzbekistan, DSc, Professor, https://orcid.org/0000-0002-1130-9228Follow

Abstract

The chemical changes occurring during the synthesis of hydroxybenzene-methanal resins obtained on the basis of 2,5-furandion under various ratios and temperature conditions were investigated using the IR spectroscopic method. Analysis of the compositional changes in the resin during the production of the thermoreactive resin revealed that the content of hydroxyl groups (~3300–3500 cm⁻¹) decreased, while the aldehyde groups (~1700–1750 cm⁻¹) increased; moreover, the presence of ether groups (~1050–1150 cm⁻¹) indicated that the process was successful. The synthesis of resins based on thermoreactive hydroxybenzene-methanal resins was carried out at high temperatures (70°C, 80°C, 95°C). During the identification of the functional groups in the hydroxybenzene-methanal resins using the IR spectroscopic method, the mutual interactions of hydroxyl, aldehyde, and ether groups, as well as their effects on the molecular structure and thermal properties, were analyzed in detail. It was found that the oligomers synthesized under high-temperature conditions exhibited a high degree of crosslinking, which ensured their stability and reactivity.

First Page

22

Last Page

26

References

1. S. A. Ugryumova., A. V. Sviridov., A. A. Fedotov. (2018). Investigation of the Properties of Modified Phenol-Formaldehyde Oligomer Using IR Spectroscopy. Polymer Science. 11, 276-279.
2. Ashpina O. (2016). Formaldehyde, resin, plywood. The chemical Journal. 3. 24-30.
3. Angelika Kmita, Waldemar Knauer, Mariusz Holtzer, Krzysztof Hodor, Grzegorz Piwowarski, Agnieszka Roczniak, Kamil Górecki. The decomposition process and kinetic analysis of commercial binder based on phenol-formaldehyde resin, using in metal casting. (2019). Applied Thermal Engineering. doi: https://doi.org/10.1016/j.applthermaleng.2019.03.093.
4. Jie Zhang, Tong Zhao, Ju Xie, Zedong He, William W. Yu. (2020). H-bond catalytic mechanism of aromatic electrophilic substitution between phenol and formaldehyde. Tetrahedron. 1-9. doi: https://doi.org/10.1016/j.tet.2020.131055.
5. Wen-Jau Lee, Chen-Ling Kang, Kuo-Chun, Chang, Yi-Chun Chen. (2012). Synthesis and properties of resol-type phenol-formaldehyde resins prepared from H₂SO₄- and HCl-catalyzed phenol-liquefied Cryptomeria japonica wood. Holzforschung. 66. 67–72.
6. G. Astarloa Aierbe, J.M. Echeverrıa, M.D. Martin, A.M. Etxeberria, I. Mondragon. (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.
7. Janne Monni, Leila Alvila, Jouni Rainio, Tuula T. Pakkanen. (2007). Novel Two-Stage Phenol–Formaldehyde Resol Resin Synthesis. Journal of Applied Polymer Science. 103. 371–379. doi: https://doi.org./10.1002/app.24615.
8. Janne Monni, Pentti Niemela, Leila Alvila, Tuula T. Pakkanen. (2008). Online monitoring of synthesis and curing of phenol–formaldehyde resol resins by Raman spectroscopy. Journal of polymer. 49. 3865–3874, doi: https://doi.org./10.1016/.06.050.
9. Kavita Srivastava, Deepak Srivastava, Santosh K. Tripathi. (2014). Microwave-assisted synthesis and characterization of resole-type phenolic resins. High Performance Polymers. 1-12. doi: https://doi.org./10.1177/0954008314537538.
10. Shu Hong, Xiang Sun, Hailan Lian, John A. Pojman, Josué D. Mota-Morales. (2019). Zinc chloride/acetamide deep eutectic solvent-mediated fractionation of lignin produces high- and low-molecular-weight fillers for phenol-formaldehyde resins. Journal of applied polymer science. doi: https://doi.org./10.1002/APP.48385.
11. Mariusz Sandomierski, Tomasz Buchwald, Beata Strzemiecka, Adam Voelkel. (2020). Carbon black modified with 4-hydroxymethylbenzenediazonium salt as filler for phenol-formaldehyde resins and abrasive tools. Journal of Applied Polymer Science. doi: https://doi.org./10.1002/APP.48160.
12. A.P.Aliyeva, M.N.Amiraslanova, M.Dzh.Ibragimova, F.A.Mamedzade, F.YU.Yusifzade. (2022). Sintez i issledovaniye struktury azotsoderzhashchikh gibridnykh fenolformal'degidnykh oligomerov i produktov ikh eterifikatsii n-butanolom. Bashkirskiy khimicheskiy zhurnal. 2. 37-44.
13. Amiraslanova M.N., Aliyeva A.P., Akhmedbekova S.F., Ibragimova M.Dzh., Mamedzade F.A., Rustamov R. A., Aliyeva SH.R., Dadashova N.R., Isayeva P.E. (2019). Ispol'zovaniye IK-spektroskopii dlya issledovaniya strukturnykh osobennostey benzilaminfenolformal'degidnykh oligomerov. Zhurnal strukturnoy khimii.7.1085-1090.
14. Romana Cerc Koroec, Lea Zupanc Menar, P. Bukovec. (2009). High pressure dsc of phenolformaldehyde moulding compounds. Journal of Thermal Analysis and Calorimetry. 95. 235–240.
15. Magrupov F.A., Umarov SH.A., Tokhirov M.I., Radzhabova Z.F. (2020). Issledovaniye usloviy obrazovaniya modifitsirovannykh gidroksilsoderzhashchim poliefirpoliolom fenolo-formal'degidnykh oligomerov. Khimiya i khimicheskaya tekhnologiya. 18. 52–56.
16. Ismailov R.I., Usmanov M.KH., Makhmatkulova Z.KH., Atabayev SH., Brushlinskiy N.N. (2011). Ognezashchitnyye polimernyye i oligomernyye antipireny dlya modifikatsii poliakrilonitril'nykh volokon. Pozharovzryvobezopasnost'. 6. 16–19.
17. Yongsheng Zhang, Zhongshun Yuan, and Chunbao (Charles) Xu. (2014). Engineering Biomass into Formaldehyde-Free Phenolic Resin for Composite Materials. American Institute of Chemical Engineers. 865-874. doi: https://doi.org./10.1002/aic.14716 .
18. Ismailov R.I., Abdukakharova М.I., Ismailov А.I., Мirzayev U.М. (2020). Obtaining some termodinamic parametrs containing metacrylate and allil groups containing in composition. Technical science and innovation. 2. 44–49.
19. Umarov SH.A., Ismailov R.I. Izucheniye kinetiki obrazovaniya gidroksibenzol-metanal'nykh smol. Zhurnal Universum. (2025). 3(129). 22-28.
20. Hui Pan, Todd F. Shupe, Chung-Yun Hse. Synthesis and Cure Kinetics of Liquefied Wood/Phenol/Formaldehyde Resins. (2008). Journal of Applied Polymer Science, 108, 1837–1844.

Recommended Citation

Umarov, Sherali Anvarovich and Ismailov, Ravshan Israilovich Ismailov (2025) "MODERN IR-SPECTROSCOPIC METHODS FOR THE ANALYSIS OF HYDROXYBENZENE-METHANAL RESIN OBTAINED ON THE BASIS OF 2,5-FURANDION," Technical science and innovation: Vol. 2025: Iss. 1, Article 4.
DOI: https://doi.org/10.59048/2181-1180.1694
Available at: https://btstu.researchcommons.org/journal/vol2025/iss1/4