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Synthesis and characterization of novel magnetic heat-resistant poly(amide-ether) nanocomposites based on dibenzo xanthene

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Abstract

Poly(amide-ether)/NiFe2O4 nanocomposites with different amounts of NiFe2O4 were synthesized by the solution intercalation method. Poly(amide-ether) (12) derived from dibenzo xanthene was prepared by condensation reaction of N-(3-(14H-dibenzo[a,j]xanthen-14-yl)phenyl)-3,5-diaminobenzamide (7) and 4,4′-(ethane-1,2-diylbis(oxy))dibenzoic acid (10) monomers. The poly amide-ether (PAE) was characterized by Fourier-transform infrared spectroscopy (FT-IR), proton nuclear magnetic resonance (1H-NMR), ultraviolet–visible spectroscopy (UV–vis), and thermogravimetric analysis (TGA). The intrinsic viscosity of PAE in DMF solution, with a concentration of 0.01 g/dL at a temperature of 25 °C, was found to be 0.31 dL/g−1. NiFe2O4 nanoparticles were prepared via the co-precipitation method and used for the preparation of new poly(amide-ether)/NiFe2O4 nanocomposites (PAEN 3% and PAEN 5%). The morphology, crystalline phase, thermal stability, and magnetization properties of the prepared nanocomposites were characterized by scanning electron microscope (SEM), X-ray diffraction (XRD), UV–vis, TGA, DSC, and vibrating sample magnetometer (VSM). The SEM measurements show that the diameter of the NiFe2O4 nanoparticles is about 40 nm. The XRD results indicated the formation of NiFe2O4 nanoparticles with cubic phase in the PAE matrix. In examining the optical properties, it has been observed that by increasing the NiFe2O4 nanoparticle concentration, PAEN 3% and PAEN 5% nanocomposites show a decrease in wavelength and have a blue shift of 2 and 4 nm, respectively, compared to pure PAE. The magnetic properties of the sample were showed that the sample exhibited typical ferromagnetic behavior at room temperature. Also, results of TGA measurement have shown that the incorporation of NiFe2O4 in a higher concentration in the PAE matrix revealed improved thermal stability when compared to the neat PAE. The results indicate that the prepared nanocomposites exhibited magnetic properties and improvement in the thermal stability compared to neat PAE.

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References

  1. Preston J (1988). In: Mark HF, Kroschwitz JI (eds) Encyclopedia of polymer science and engineering, vol 11, 2nd edn. Wiley-Interscience, New York, pp 381–383

    Google Scholar 

  2. Gohari DP, Kalaee MR, Sharif A (2019) Interfacial in situ polymerization of layered-silicate/poly (hexamethylene isophthalamide) nanocomposites. J Inorg Organomet 29:1243–1251

    Article  CAS  Google Scholar 

  3. Pascual BS, Trigo-López M, Ramos C, Sanz MT, Pablos JL, García FC, Ruiz JAR, García JM (2019) Microcellular foamed aromatic polyamides (aramids). Structure, thermal and mechanical properties. Eur Polym J 110:9–13

    Article  CAS  Google Scholar 

  4. Banihashemi A, Firoozifar H (2003) Synthesis and characterization of novel aromatic polyamides derived from two heterocyclic diamines. Eur Polym J 39(2):281–289

    Article  CAS  Google Scholar 

  5. Mehdipour-Ataei S, Ehsani S (2015) Nicotinamide-based poly(ether amide)s: A novel type of soluble thermally stable polyamides. Polym Advan Technol 26(12):1512–1518

    Article  CAS  Google Scholar 

  6. Wu SC, Shu CF (2003) Synthesis and properties of soluble aromatic polyamides derived from 2, 2′-bis (4-carboxyphenoxy)-9, 9′-spirobifluorene. J Polym Sci Pol Chem 41(8):1160–1166

    Article  CAS  Google Scholar 

  7. Spiliopoulos IK, Mikroyannidis JA (1998) Soluble phenyl-or alkoxyphenyl-substituted rigid-rod polyamides and polyimides containing m-terphenyls in the main chain. Macromolecules 31(4):1236–1245

    Article  CAS  Google Scholar 

  8. Rezania J, Hayatipour M, Shockravi A, Ehsani M, Vatanpour V (2019) Synthesis and characterization of soluble aromatic polyamides containing double sulfide bond and thiazole ring. Polym Bull 76(3):1547–1556

    Article  CAS  Google Scholar 

  9. Mallakpour S, Zadehnazari A (2014) Thermal and mechanical stabilities of composite films from thiadiazol bearing poly (amide-thioester-imide) and multiwall carbon nanotubes by solution compounding. Polym Bull 71(1):207–225

    Article  CAS  Google Scholar 

  10. Wang Y-J, Liu X-L, Huang Z-Z, Jiang J-W, Sheng S-R (2017) Synthesis and characterization of novel aromatic polyamides containing 3-trifluoromethyl-substituted triphenylamine. J Macromol Sci A 54(8):534–542

    Article  CAS  Google Scholar 

  11. Hajibeygi M, Faramarzinia S (2021) Polyamide nanocomposites containing hydrazide–hydrazone group reinforced with functionalized polyethyleneimine modified Mg(OH)2 nanoparticles: Study on thermal properties, combustion resistance, and lead ion adsorption. Polym Compos 42(11):5904–5917

    Article  CAS  Google Scholar 

  12. Khurana JM, Magoo D, Aggarwal K, Aggarwal N, Kumar R, Srivastava C (2012) Synthesis of novel 12-aryl-8, 9, 10, 12-tetrahydrobenzo [a] xanthene-11-thiones and evaluation of their biocidal effects. Eur J Med Chem 58:470–477

    Article  CAS  PubMed  Google Scholar 

  13. Menchen S, Benson S, Lam J, Zhen W, Sun D, Rosenblum B, Khan S, Taing M (2003) US patent 6583168. In Chem Abstr 139:54287–54289

    Google Scholar 

  14. Ahmad M, King TA, Ko D-K, Cha BH, Lee J (2002) Performance and photostability of xanthene and pyrromethene laser dyes in sol-gel phases. J Phys D Appl Phys 35(13):1473

    Article  CAS  Google Scholar 

  15. Knight CG, Stephens T (1989) Xanthene-dye-labelled phosphatidylethanolamines as probes of interfacial pH. Studies in phospholipid vesicles Biochem J 258(3):683–687

    CAS  PubMed  Google Scholar 

  16. Rafiee Z, Mallakpour S, Khalili S (2014) Preparation and characterization of polyimide/titania nanohybrid films. Polym Compos 35(8):1486–1493

    Article  CAS  Google Scholar 

  17. Chen C, Hu J, Wang Z, Ma J, Cheng K, Lv J, Zeng K, Yang G (2018) Synthesis and characterization of novel polyamides containing purine moiety. Polym Plast Technol 57(13):1325–1333

    Article  CAS  Google Scholar 

  18. Amininasab SM, Esmaili S, Taghavi M, Shami Z (2016) Synthesis and characterization of new fluorinated photoactive polyamides based on xanthene pendant: Evaluation of antibacterial and heavy metal ions removal behavior. Int J Polym Anal Ch 21(8):686–696

    Article  CAS  Google Scholar 

  19. Moghanian H, Mobinikhaledi A, Monjezi R (2015) Synthesis and characterization of novel aliphatic-aromatic polyamide/Fe3O4 nanocomposites containing pendent 9 H-xanthene groups. Des Monomers Polym 18(2):157–169

    Article  CAS  Google Scholar 

  20. Guo Z, Pereira T, Choi O, Wang Y, Hahn HT (2006) Surface functionalized alumina nanoparticle filled polymeric nanocomposites with enhanced mechanical properties. J Mater Chem A 16(27):2800–2808

    Article  CAS  Google Scholar 

  21. Herrera N, Mathew AP, Oksman K (2015) Plasticized polylactic acid/cellulose nanocomposites prepared using melt-extrusion and liquid feeding: Mechanical, thermal and optical properties. Compos Sci Technol 106:149–155

    Article  CAS  Google Scholar 

  22. Xie Y, Zhao J, Le Z, Li M, Chen J, Gao Y, Huang Y, Qin Y, Zhong R, Zhou D (2014) Preparation and electromagnetic properties of chitosan-decorated ferrite-filled multi-walled carbon nanotubes/polythiophene composites. Compos Sci Technol 99:141–146

    Article  CAS  Google Scholar 

  23. Zhao J, Xie Y, Fang J, Ling Y, Gao Y, Liu X, Zhang Q, Xu Q, Xiong H (2016) P-phenylenediamine-benzoquinone Schiff base Ag (I) complexes chemically bonded to few-layered graphene as flexible materials for electromagnetic studies. J Mater Sci 51:10574–10584

    Article  CAS  Google Scholar 

  24. Li L, Zhang Z, Xie Y, Zhao J (2016) Preparation, characterization and magnetic properties of the BaFe12O19@ chitosan composites. Solid State Sci 57:44–48

    Article  CAS  Google Scholar 

  25. Sivakumar P, Ramesh R, Ramanand A, Ponnusamy S, Muthamizhchelvan C (2011) Preparation and properties of nickel ferrite (NiFe2O4) nanoparticles via sol–gel auto-combustion method. Mater Res Bull 46(12):2204–2207

    Article  CAS  Google Scholar 

  26. Uhm YR, Han BS, Lee H, Rhee CK (2008) Synthesis and characterization of NiFe2O4 nanoparticles synthesized by levitational gas condensation (LGC). Solid State Phenom 135:123–126

    Article  CAS  Google Scholar 

  27. Huo J, Wei M (2009) Characterization and magnetic properties of nanocrystalline nickel ferrite synthesized by hydrothermal method. Mater Lett 63(13–14):1183–1184

    Article  CAS  Google Scholar 

  28. Zhao J, Xie Y, Li M, Xu F, Le Z, Qin Y, Zhou D, Wang Z, Xu H, Pan J (2014) Preparation of magnetic-conductive MnO. 6ZnO. 4Fe2O4-CNTs/PANI nanocomposites through hydrothermal synthesis coupled with in situ polymerization. Compos Sci Technol 99:147–153

    Article  CAS  Google Scholar 

  29. Zhao H, Zheng Z, Wong KW, Wang S, Huang B, Li D (2007) Fabrication and electrochemical performance of nickel ferrite nanoparticles as anode material in lithium ion batteries. Electrochem Commun 9(10):2606–2610

    Article  CAS  Google Scholar 

  30. Ong B, Chee E, Abd Hamid S, Lim K (2012) Synthesis and characterization of nickel ferrite magnetic nanoparticles by co-precipitation method. In AIP Conference Proceedings. AIP

    Google Scholar 

  31. Khairy M (2014) Synthesis, characterization, magnetic and electrical properties of polyaniline/NiFe2O4 nanocomposite. Synthetic Met 189:34–41

    Article  CAS  Google Scholar 

  32. Khairy M, Gouda M (2015) Electrical and optical properties of nickel ferrite/polyaniline nanocomposite. J Adv Res 6(4):555–562

    Article  CAS  PubMed  Google Scholar 

  33. Zhang B, Wu Y, Fan Y (2019) Synthesis of novel magnetic NiFe2O4 nanocomposite grafted chitosan and the adsorption mechanism of Cr (VI). J Inorg Organmet P 29(1):290–301

    Article  CAS  Google Scholar 

  34. Xiao Y, Zai J, Li X, Gong Y, Li B, Han Q, Qian X (2014) Polydopamine functionalized graphene/NiFe2O4 nanocomposite with improving Li storage performances. Nano Energy 6:51–58

    Article  CAS  Google Scholar 

  35. Zhao J, Xie Y, Guan D, Hua H, Zhong R, Qin Y, Fang J, Liu H, Chen J (2015) BaFe12O19-chitosan Schiff-base Ag (I) complexes embedded in carbon nanotube networks for high-performance electromagnetic materials. Sci Rep 5(1):12544

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  36. Faridi S, Moghanian H, Shabanian M (2018) Novel heat-resistant and soluble poly (amide–ether)/zinc oxide nanocomposites: synthesis, characterization and computational study. Polym Bull 75(10):4445–4468

    Article  CAS  Google Scholar 

  37. Hajibeygi M, Shabanian M, Moghanian H, Khonakdar H, Häußler L (2015) Development of one-step synthesized LDH reinforced multifunctional poly (amide–imide) matrix containing xanthene rings: study on thermal stability and flame retardancy. Rsc Adv 5(66):53726–53735

    Article  CAS  Google Scholar 

  38. Faghihi K, Moghanian H (2010) Synthesis and characterization of new optically active poly (amide-imide) s based on N, N′-(pyromellitoyl)-bis-L-amino acids and 1, 3, 4-oxadiazole moieties. Des Monomers Polym 13(3):207–220

    Article  CAS  Google Scholar 

  39. Moghanian H, Ebrahimi S, Mohamadi A (2013) Soluble new optically active poly (amide–imide) s derived from photosensitive 4, 4′-diaminochalcone and chiral N, N′-(pyromellitoyl)-bis-L-amino acids: Synthesis and characterization. Arab J Sci Eng 38(7):1721–1729

    Article  CAS  Google Scholar 

  40. Shabanian M, Ghanbari D (2013) Synthesis of magnesium hydroxide nanofiller and its use for improving thermal properties of new poly (ether-amide). J Appl Polym Sci 127(3):2004–2009

    Article  CAS  Google Scholar 

  41. Ogata N, Sanui K, Tan S (1984) Synthesis of aliphatic polyamides by direct polycondensation with triphenylphosphine. Polym J 16(7):569

    Article  CAS  Google Scholar 

  42. Nejati K, Zabihi R (2012) Preparation and magnetic properties of nano size nickel ferrite particles using hydrothermal method. Chem Cent J 6(1):23

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  43. Moghanian H, Mobinikhaledi A, Baharangiz Z (2014) Synthesis, characterization and magnetic properties of novel heat resistant polyimide nanocomposites derived from 14H-dibenzo [a, j] xanthene. J Polym Res 21(7):513

    Article  Google Scholar 

  44. Kooti M, Sedeh AN (2013) Synthesis and characterization of NiFe2O4 magnetic nanoparticles by combustion method. J Mater Sci Technol 29(1):34–38

    Article  CAS  Google Scholar 

  45. Fu M, Jiao Q, Zhao Y (2013) Preparation of NiFe2O4 nanorod–graphene composites via an ionic liquid assisted one-step hydrothermal approach and their microwave absorbing properties. J Mater Chem A 1(18):5577–5586

    Article  CAS  Google Scholar 

  46. Giri J, Thakurta SG, Bellare J, Nigam AK, Bahadur D (2005) Preparation and characterization of phospholipid stabilized uniform sized magnetite nanoparticles. J Magn Magn Mater 293(1):62–68

    Article  CAS  Google Scholar 

  47. van Krevelen DW (1976) Properties of polymers: Their estimation and correlation with chem. Structure. Structure Elsevier Scientific Publ

    Google Scholar 

  48. Chang C-W, Liou G-S, Hsiao S-H (2007) Highly stable anodic green electrochromic aromatic polyamides: Synthesis and electrochromic properties. J Mater Chem A 17(10):1007–1015

    Article  CAS  Google Scholar 

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Acknowledgements

We gratefully acknowledge the University of Arak for the support of this project.

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Correspondence to Akbar Mobinikhaledi.

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Mobinikhaledi, A., Moghanian, H., Karimi, A. et al. Synthesis and characterization of novel magnetic heat-resistant poly(amide-ether) nanocomposites based on dibenzo xanthene. Colloid Polym Sci 302, 803–817 (2024). https://doi.org/10.1007/s00396-024-05231-4

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