Synthesis and characterization of a new series of polyimide- nanocomposite reinforced by modified layered silicate based on 3,3′,4,4′-biphenyl tetracarboxylic dianhydride

Faghihi, Khalil; Kooshki, Maryam; Enayat, Mohammad Reza

doi:10.61882/CNJ.3.2.585

Synthesis and characterization of a new series of polyimide- nanocomposite reinforced by modified layered silicate based on 3,3′,4,4′-biphenyl tetracarboxylic dianhydride

Document Type : Original Article

Authors

Khalil Faghihi

Maryam Kooshki

Mohammad Reza Enayat

Department of Chemistry, Faculty of Science, Arak University, 38156-8-8349, Arak, Iran

10.61882/CNJ.3.2.585

Abstract

In this research, three new reinforced nanocomposites polyimides films (9a-c) by modified organoclay (MMT) (8) varying from 1, 3 & 5 wt% were successfully prepared by in situ polymerization technique through the thermal imidization up to 200°C into a solution of N, N'-dimethyl acetamide (DMAc). Synthetic polyimide (4) that used as a matrix was prepared through the polycondensation reaction of 4,4´-diamino diphenyl sulfone (1) and 3,3′,4,4′-biphenyl tetracarboxylic dianhydride (BPDA) (2) into N, N'-dimethyl acetamide as solvent. Montmorillonite Na+-organoclay (MMT) (5) was modified via a cationic exchange method by the reaction between the sodium cations of Na+-MMT clay and quaternary alkyl ammonium ions of p-amino benzoic acid (6) (p-ABA) as intercalation agent. Resulting polyimide chains (4) diffused into the interlayer of modified organoclay layers (8) by intercalation polymerization technique. The resulting nanocomposite films (9a-c) containing 1, 3 & 5 wt% of modified organoclay prepared by casting method were characterized by Fourier-Transform infrared (FT-IR) spectroscopy, wide-angle powder X-ray diffraction (XRD), scanning electron microscopy (SEM). Results by thermo gravimetric analysis (TGA) indicated shown a sharp increase into thermal stability of their nanocomposites as compared to pristine polyimide.

Graphical Abstract

Keywords

Nanocomposite

organoclay

polyimide

in situ intercalation

thermal stability

[1] S. Morimune-Moriya, K. Obara, M. Fuseya, M. Katanosaka, Development and characterization of strong, heat-resistant and thermally conductive polyimide/nanodiamond nanocomposites, Polymer 230 (2021) 124098. https://doi.org/10.1016/j.polymer.2021.124098

[2] C. Jiang, Zh. Cheng, X. Li, C. Li, and X. Liu, Thermally Robust Bendable Silicon Dioxide/Polyimide Layered Composite Film Through Catalytic Fluorination, ACS Appl. Polym. Mater. (2019). https://doi.org/ 10.1021/acsapm.9b00012

[3] E. K. Chatzidaki, E.P. Favvas, S.K. Papageorgiou, N. K. Kanellopoulos, N.V. Theophilou, New polyimide- polyaniline hollow fibers: Synthesis, characterization and behavior in gas sepraration, Eur. Polym. J. 43 (2007) 5010. https://doi.org/10.1016/j.eurpolymj.2007.09.005

[4] R. Guegan, Organoclay applications and limits in the environment, C. R. Chimie (2018). https://doi.org/10.1016/j.crci.2018.09.004

[5] B. Tuna, H. Benkreira, Chain Extension of Polyamide 6/Organoclay Nanocomposites, poly. eng. and science, (2019). DOI 10.1002/pen.25106

[6] S.S. Ray, Clay Containing Polymer Nanocomposites: From Fundamentals to Real Applications, Elsevier (2013). 1st edition, eBook ISBN: 9780444594600

[7] K.J. Shah, S.-Y. Pan, A.D. Shukla, D.O. Shah, P.-C. Chiang, Mechanism of organic pollutants sorption from aqueous solution by cationic tunable organoclays, J. Colloid and Interface Sci. 529 (2018) 90-99. https://doi.org/10.1016/j.jcis.2018.05.094

[8] S. Park, Ch. Na, S. S. Kang, L. K. Kwac, H. G. Kim and J. H. Chang, Colorless and transparent polyimide nanocomposites using organically modified montmorillonite and mica, Sci. Rep. 14, (2024) 10670. https://doi.org/10.1038/s41598-024-61331-9

[9] Y. Sun, J. Mei, H. Hu, J. Ying, W. Zhou, X. Zhao, and Sh. Peng, In-situ Polymerization of exfoliated structure PA6/organo-clay nanocomposites, Rev. Adv. Mater. Sci. 59 (2020); 434–440. https://doi.org/10.1515/rams-2020-0038

[10] K. Zeng, B. Yongping, Improve the gas barrier property of PET film with montmorillonite by in situ interlayer polymerization, Mater. Lett. 59 (27) 3348–3351 (2005). https://doi.org/10.1016/j.matlet.2005.05.070

[11] S. Pavlidou, C.D. Papaspyrides, A review on polymer–layered silicate nanocomposites, J. Mater. Sci, 33, 1119–1198 (2008). https://doi.org/10.1016/j.progpolymsci.2008.07.008

[12] P. K. Ghosh, D. Borah, J. N. Ganguli, Synthesis and Characterization of Thermoset Layered Silicate Nanocomposite, Asian J. of Chem. 26 (16) 5275-5278 (2014). https://doi.org/10.14233/ajchem.2014.17188

[13] N. Sazali, H. Ibrahim, A. Sh. Jamaludin, M. A. Mohamed, Degradation and Stability of polymer: A mini reviw, Mater. Sci. and Eng. 788 (2020). https://doi.org/10.1088/1757.899x/788/1/012048

[14] Kh. Faghihi, M. Shabanian and N. Emamdadi, Synthesis, characterization, and thermal properties of new organosoluble poly(ester-imide)s containing ether group, Macromol Res, 18:753–758, (2010). https://doi.org/10.1007/s13233-010-0807-3

[15] A. Usuki, N. Hasegawa, H. Kadoura, and T. Okamoto, Three dimensional observation of structure and morphology in Nylon-6/clay nanocomposite. Nano Letters, 1 (5), 271– 272 (2001). https://doi.org/10.1021/nl010015a

[16] S. Sinha Ray, M. Okamoto, Polymer/ layered silicate nanocomposites: a reviw from preparation to processing, Prog. In Polym. Sci. 28 (11), 1539–1641 (2003). https://doi.org/10.1016/j.progpolymsci.2003.08.002

[17] J. Xiong, Y. Liu, X. Yang, X. Wang, Thermal and mechanical properties of polyurethane/montmorillonite nanocomposites based on a novel reactive modifier, Poly. Deg. and Stability 86, 549-555 (2004). doi:10.1016/j.polymdegradstab.2004.07.001

[18] A. Feyzi, Kh. Faghihi and A. A. Zolanvari, Synthesis and Characterization of New Polyimide/Organoclay Nanocomposites Derived From 3,3′,4,4′-Biphenyltetracarboxylic Dianhydride and 1,2-Bis (4-Aminophenoxy) Ethane, Hi. Temp. Mater. Proc. 32(2): (2013); 171 – 178. https://doi.org/10.1515/htmp-2012-0109

[19] Kh. Faghihi, A. Rahimi and A. Feyzi, Synthesis and properties of new clay-reinforced aromatic polyimide/nanocomposite-based 3,3′,4,4′-benzophenonetetracarboxylic dianhydride and 1,3-bis (4-aminophenoxy) propane, Sci Eng Compos Mater 21(2), (2014); 151–157. https://doi.org/10.1515/secm-2012-0136

[20] D. Bikiaris, Can nanoparticles really enhance thermal stability of polymers? Part II: An overview on thermal decomposition of polycondensation polymers, Thermochimica Acta, 523, (2011) 25– 45. https://doi.org/10.1016/j.tca.2011.06.012

[21] A. S. Hicyilmaz and A. C. Bedeloglu, Applications of polyimide coatings: a review, SN Applied Sciences 363 (3), (2021). https://doi.org/10.1007/s42452-021-04362-5

[22] Sh. Esmaielzadeh and H. Ahmadizadegan, Gas permeation, thermal, morphology and mechanical properties of polyimide/clay nanocomposites: Effect of organically modified montmorillonite, 37 (1), (2023). https://doi.org/10.1177/08927057231176421

[23] Z. Dong, Q. He, D. Shen, Zh. Gong, D. Zhang, W. Zhang, T. Ono and Y. Jiang, Microfabrication of functional polyimide films and microstructures for flexible MEMS applications, Mic. & Nanoeng. 9 :31 (2023). https://doi.org/10.1038/s41378-023-00503-5