Synthesis of poly(itaconic acid) and its application for synthesis of pyrrolinones as a reusable homogeneous catalyst Scientific paper

Article Sidebar

PDF (1.31 MB) Supplementary Material (2.74 MB)
Published: Oct 3, 2025
Updated: 03.10.2025
DOI: https://doi.org/10.2298/JSC240827058M
Keywords:
poly(itaconic acid) pyrrolin-2-ones green chemistry homogeneous catalyst

Main Article Content

Parya Hamdi Mohamadabad
Department of Chemistry, Mahabad Branch, Islamic Azad University, Mahabad, Iran
Davood Setamdideh
Department of Chemistry, Mahabad Branch, Islamic Azad University, Mahabad, Iran
https://orcid.org/0000-0003-4608-9322
Fatmeh Ghanbary
Department of Chemistry, Mahabad Branch, Islamic Azad University, Mahabad, Iran

Abstract

In this context, poly(itaconic acid) (PIA) was synthesized through the polymerization of itaconic acid in the presence of K2S2O8 and NaH2PO4, achieving satisfactory yields of 80 % within 48 h at 55 °C. The PIA served as a homogeneous catalyst in MeOH for the synthesis of pyrrolin-2-ones from aro­matic aldehydes, anilines and dimethyl acetylenedicarboxylate (DMAD). The reactions proceeded efficiently, yielding excellent results with conversion rates of 90–95 % within 8 h at room temperature. The synthesized products were characterized by combustion analysis (CHN), 1H-NMR, 13C-NMR and FT-IR spectra. This method is eco-friendly and aligns with the principles of green chemistry.

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

Article Details

How to Cite
[1]
P. Hamdi Mohamadabad, D. Setamdideh, and F. Ghanbary, “Synthesis of poly(itaconic acid) and its application for synthesis of pyrrolinones as a reusable homogeneous catalyst: Scientific paper”, J. Serb. Chem. Soc., vol. 90, no. 9, pp. 1015–1025, Oct. 2025.
Issue
Vol. 90 No. 9 (2025)
Section
Organic Chemistry
Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Creative Commons лиценца
Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution license 4.0 that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.

Read more....

Crossref
Scopus
Google Scholar
Europe PMC

References

H. Wang, N. Li, J. Zang, X. Wan, Chirality 27 (2015) 523 (https://doi.org/10.1002/chir.22448)

N. Haque, S. Biswas, P. Basu, I. Haque Biswas, R. khatun, A. Khan, S. M. Islam, New J. Chem. 44 (2020) 15446 (https://doi.org/10.1039/D0NJ02798G)

P. Aguirre, K. Brown, D. Venegas-Yazigi, V. Paredes-Garcıa, E. Spodine, Macromol. Symp. 304 (2011) 65 (https://doi.org/10.1002/masy.201150609)

M. Najafi, A. Abbasi, M. Masteri-Farahani, H. Shahbaazi, M. Ahmadniai Motlagh, J. Janczak, RSC Adv. 6 (2016) 29944 (https://doi.org/10.1039/C6RA02248K)

P. Puthiaraja, Y. M. Chung, W. S. Ahna, Mol. Catal. 441 (2017) 1 (https://doi.org/10.1016/j.mcat.2017.08.002)

J. J. Kim, C-R, Lim, B. M. Reddy, S. E. Park, Mol. Catal. 451 (2018) 43 (https://doi.org/10.1016/j.mcat.2017.10.022)

G. Fan, H. Zhang, S. Cheng, Z. Ren, Z. Hu, Z. Wang, Aust. J. Chem. 61 (2008) 610 (https://doi.org/10.1071/CH08066)

Y. Tian, R. Zhang, W. Zhao, S. Wen, Y. Xiang, X. Liu, Catal. Lett. 150 (2020) 3553 (https://doi.org/10.1007/s10562-020-03253-5)

А. Ahmed Raza, S. Ravi, S. S. Tajudeen, A. K. Ibrahim Sheriff, React. Funct. Polym. 167 (2021) 105011 (https://doi.org/10.1016/j.reactfunctpolym.2021.105011)

D. Setamdideh, J. Serb. Chem. Soc. 81 (2016) 971 (https://doi.org/10.2298/JSC160202050S)

C. S. Marvel, T. H. Shepherd, J. Org. Chem. 24 (1959) 599 (https://doi.org/10.1021/jo01087a006)

а) P. Kulal, V. Badalamoole, Int. J. Biol. Macromol. 193 (2021) 2232 (https://doi.org/10.1016/j.ijbiomac.2019.11.181); b) H. Ge, Z. Zhang, X. Zhao, H. Li, J. Sun, X. Jv, Can. J. Chem. Eng. 99 (2021) S157 (https://doi.org/10.1002/cjce.24014)

a) G. Sharma, A. Kumar, M. Naushad, B. Thakur, D. V. N. Vo, B. Gao, A. A. Al-Kahtanid, F. J . Stadler, J. Hazard. Mater. 416 (2021) 125714 (https://doi.org/10.1016/j.jhazmat.2021.125714); b) S. Dan, S. Banivaheb, H. Hashemipour, M. kalantari, Polym. Bull. 78 (2021) 1887 (https://doi.org/10.1007/s00289-020-03190-8); c) T. Sharika, A. Mohanan, Mater. Today: Proc. 41 (2021) 744 (https://doi.org/10.1016/j.matpr.2020.08.421)

S. Bujok, M. Konefal, R. Konefal, M. Nevoralová, S. Bednarz, K. Mielczarek, H. Benes, J. Colloid Interface Sci. 610 (2022) 1 (https://doi.org/10.1016/j.jcis.2021.12.055)

C. Cottet, A. G. Salvay, M. A. Peltzer, M. Fernandez-Garcia, Polymers, 13 (2021) 200 (https://doi.org/10.3390/polym13020200)

L. Wang, G. Guan, J. Wang, Iran. Polym. J. 30 (2021) 1149 (https://doi.org/10.1007/s13726-021-00959-0)

G. Z. Yin, J. L. Palencia, D. Y. Wang, Compos. Commun. 27 (2021) 100893 (https://doi.org/10.1016/j.coco.2021.100893)

T. C. Sung, M. W. Lu, Z. Tian, H. H. C. Lee, J. Pan, Q. D. Ling, A. Higuchi. J. Mater. Chem. B. 9 (2021) 7662 (https://doi.org/10.1039/D1TB01555A)

H. Baskan, L. Esentürk, S. Dösler, A. S. Sarac, H. Karakas, J. Ind. Text. 50 (2019) 1594 (https://doi.org/10.1177/1528083719868170)

G. Zhu, H. Hub, T. Yang, J. Ma, H. Zhang, X. He, RSC Adv. 11 (2021) 20720 (https://doi.org/10.1039/D1RA03109K)

a) S. Esmaielzadeh, D. Setamdideh, J. Serb. Chem. Soc. 86 (2021) 1039 (https://doi.org/10.2298/JSC210521059E); b) P. Hamdi Mohamadabad, D. Setamdideh, Org. Prep. Proced. Int. 55 (2023) 265 (https://doi.org/10.1080/00304948.2022.2141044); c) S. Esmaielzadeh, D. Setamdideh, F. Ghanbary, J. Mex. Chem. Soc. 68 (2024) 234 (https://doi.org/10.29356/jmcs.v68i2.1910)

E. Grespos, D. J. T. Hill, J. H. O’Donnell, P. W. O’Sullivan, T. L. Young, J. C. East, K. J. Ivin, Makromol. Chem. Rapid Commun. 5 (1984) 489 (https://doi.org/10.1002/marc.1984.030050901)

J. Velickovic, J. Filipovic, D. P. Petrovic, Polym. Bull. 32 (1994) 169 (https://doi.org/10.1007/BF00306384)

M. Cao, Synthesis and properties of poly(itaconic acid). University of New Hampshire. England. 2008.

S. Bednarz, A. Błaszczyk, D. Błażejewska, D. Bogdał, Catal. Today 257 (2015) 297 (https://doi.org/10.1016/j.cattod.2014.07.021)

S. Bednarza, G. Kowalskib, R. Konefałc, Eur. Polym. J. 115 (2019) 30 (https://doi.org/10.1016/j.eurpolymj.2019.03.021)

R. Sarkar, C. Mukhopadhyay, Tetrahedron Lett. 54 (2013) 3706 (https://doi.org/10.1016/j.tetlet.2013.05.017)

R. Ghorbani-Vaghei, N. Sarmast, J. J. Mahmoodi, Appl. Organomet. Chem. 31 (2017) e3681 (https://doi.org/10.1002/aoc.3681)

J. Sun, Q. Wu, E. Y. Xia, C. G. Yan, Eur. J. Org. Chem. (2011) 2981 (https://doi.org/10.1002/ejoc.201100008)

A. M. Zonouz, I. Eskandari, B. Notash, Synth. Commun. 45 (2015) 2115 (https://doi.org/10.1080/00397911.2015.1065506)

H. Ahankar, A. Ramazani, K. Slepokura, T. Lis, S. W. Joo, Green Chem. 18 (2016) 3582 (https://doi.org/10.1039/c6gc00157b)

K. S. Marapala, N. Venkatesh, M. Swapna, P. R. Venkateswar, Int. J. ChemTech Res. 13 (2020) 227 (https://doi.org/10.20902/ijctr.2019.130128)

S. Pervaram, D. Ashok, C. Venkata Ramana Reddy, M. Sarasija, A. Ganesh, Chemical Data Collections, 29 (2020) 100508 (https://doi.org/10.1016/j.cdc.2020.100508)

N. Ghaffari Khaligh, T. Mihankhah, M. Rafie Johan, S. J. J. Titinchi, Green Process Synth. 8 (2019) 373 (https://doi.org/10.1515/gps-2019-0004)

N. Ghaffari Khaligh, T. Mihankhah, M. Rafie Johan, M. Synth. Commun. 49 (2019) 1334 (https://doi.org/10.1080/00397911.2019.1601225).