1. JCCT
  2. All Volumes and Issues
  3. Volume 14, Number 4, 2020
  4. A New Green Catalyst for Synthesis of bis-Macromonomers of Polyethylene Glycol (PEG)

A New Green Catalyst for Synthesis of bis-Macromonomers of Polyethylene Glycol (PEG)

JCCT.
2020;
Volume 14, Number 4
: pp. 468 - 473
https://doi.org/10.23939/chcht14.04.468
Authors:
  1. Sara Haoue
  2. Hodhaifa Derdar
  3. Mohammed Belbachir
  4. Amine Harrane
1
Oran1 University Ahmed Benbella
2
Oran1 University Ahmed Benbella, Centre de Recherche Scientifique et Technique en Analyses Physico-Chimiques (CRAPC)
3
Oran1 University Ahmed Benbella
4
Oran1 University Ahmed Benbella, Department of Chemistry, FSEI University of Abdelhamid Ibn Badis – Mostaganem, Algeria

A new method to synthesise polyethylene glycol dimethacrylate (PEGDM) with various molecular weights (1000, 3000, 6000 and 8000 g/mol) of polyethylene glycol (PEG) has been developed. This technique consists in using Maghnite-H+ as eco-catalyst to replace еriethylamine, which is toxic. Maghnite-H+ is a proton exchanged montmorillonite clay which is prepared through a simple exchange process. Synthesis experiments are performed in solution using dichloromethane as solvent in the presence of methacrylic anhydride. The effect of reaction time, temperature, amount of catalyst and amount of methacrylic anhydride is studied in order to find the optimal reaction conditions. The synthesis in solution leads to the best yield (98 %) at room temperature for the reaction time of 5 h. The structure of the obtained macromonomers (PEGDM) is confirmed by FTIR, 1H NMR and 13C NMR, where the methacrylate end groups are clearly visible. Thermogravimetric analysis (TGA) is used to study the thermal stability of these obtained macromonomers. The presence of unsaturated end group was confirmed by UV-Visible analysis.

PEGDM
one-pot synthesis
Maghnite-H+
macromonomers
methacrylic anhydride
  1. Vilela C., Sousa A, Fonseca A. et al.: Polym. Chem., 2014, 5, 3119. https://doi.org/10.1039/c3py01213a
  2. Kricheldorf H.: Experiments Before World War I. [in:] Polycondensation. Springer, Berlin, Heidelberg 2014, 7-25. https://doi.org/10.1007/978-3-642-39429-4_2
  3. Hutanu D., Frishberg M., Guo L., Darie C.: Mod. Chem. Appl., 2014, 2, 132. https://doi.org/10.4172/2329-6798.1000132
  4. Kim J.-H., Emoto K., Lijima M. et al.: Polym. Adv. Technol., 1991, 10, 647. https://doi.org/10.1002/(SICI)1099-1581(199911)10:11<647::AID-PAT918>3.0.CO;2-Y
  5. Kim B.-S., Hrkach J.-S., Langer R.: Biomaterials, 2000, 21, 259. https://doi.org/10.1016/S0142-9612(99)00174-X
  6. Lu S., Anseth K.: Macromolecules, 2000, 33, 2509. https://doi.org/10.1021/ma9915024
  7. Madaghiele M., Salvatore L., Demitri C., Sannino A.: Mater Lett., 2017, 5, 1. https://doi.org/10.1016/j.matlet.2018.02.048
  8. Ponnuvely D., Kim S., Lee J.: Micro Nano Syst. Lett., 2018, 218, 305. https://doi.org/10.1186/s40486-017-0056-8
  9. McAvoy K., Jones D., Thakur R.: Pharm. Res., 2018, 35, 36. https://doi.org/10.1007/s11095-017-2298-9
  10. Benoit D., Anseth K.: Acta Biomater., 2001, 1, 461. https://doi.org/10.1016/j.actbio.2005.03.002
  11. Benoit D., Durney A., Anseth K.: Biomaterials, 2007, 28, 66. https://doi.org/10.1016/j.biomaterials.2006.08.033
  12. Lin-Gibson S., Bencherif S., Cooper J. et al.: Biomacromolecules, 2004, 5, 1280. https://doi.org/10.1021/bm0498777
  13. Hensen K., Mahaim C., HiSlderich W.: Appl. Catal. A-Gen., 1997, 149, 311. https://doi.org/10.1016/S0926-860X(96)00273-6
  14. Seghier S., Belbachir M.: Iran J. Sci. Technol. Trans. Sci., 2018, 3, 1. https://doi.org/10.1007/s40995-018-0629-2
  15. Derdar H., Belbachir M., Harrane A.: BCREC, 2018, in press. https://doi.org/10.9767/bcrec.0.0.2692.xxx-xxx
  16. Belbachir M., Bensaoula A.: Pat. US 066969 0101, 2001.
  17. Belbachir M., Bensaoula A.: Pat. US 7, 094, 823 B2, 2006.
  18. Hennaoui F., Belbachir M.: J. Macromol. Sci. A, 2015, 52, 992. https://doi.org/10.1080/10601325.2015.1095602
  19. Baghdadli M., Meghabar R., Belbachir M.: Asia J. Chem., 2016, 28, 1197. http://doi.org/10.14233/ajchem.2016.19620
  20. Draoua Z., Harrane A., Belbachir M.: J. Macromol. Sci. A., 2015, 52, 130. https://doi.org/10.1080/10601325.2015.980763
  21. Derdar H., Belbachir M., Hennaoui F. et al.: Polym. Sci. B, 2018, 60, 555. https://doi.org/10.1134/S1560090418050056
  22. Gorniak K., Szydlak T., Gawel A.: Appl. Clay Sci., 2017, 141, 180. https://doi.org/10.1016/j.clay.2017.02.032
  23. Simon G., Allen P., Wiliams D.: Polymer, 1991, 32, 2577. https://doi.org/10.1016/0032-3861(91)90337-I
  24. Yahiaoui A., Belbachir M.: J. Appl. Polym. Sci., 2006, 100, 1681. https://doi.org/10.1002/app.22946