Advertisement

Journal of Materials Science

, Volume 54, Issue 7, pp 5484–5497 | Cite as

Novel polyimide nanocomposites enhanced by covalent modified graphene nanosheets based on Friedel–Crafts reaction

  • Chunying MinEmail author
  • Dengdeng Liu
  • Zengbao He
  • Jiamin Qian
  • Haojie Song
  • Wei Jia
  • Kan ZhangEmail author
Composites
  • 89 Downloads

Abstract

We report a new approach to fabricate novel polyimide (PI) nanocomposites using amine-functionalized graphene nanosheets (AGNS). AGNS was successfully prepared by Friedel–Crafts (F–C) reaction and nitroreduction. The PI nanocomposites with outstanding strength and high tribological performance were obtained though in situ polymerization in the presence of different contents of AGNS. The thermal stability, mechanical performance, and the tribological properties of PI/AGNS nanocomposites were significantly enhanced compared with that of pristine PI and PI/graphene nanosheets (GNS) blends, resulting from the strong covalent bonds between AGNS with PI matrix. Particularly, given that the friction coefficient and wear rate were reduced separately by 20.5% and 90.5% under dry sliding condition, the PI/AGNS nanocomposite with 0.5 wt% AGNS manifested the optative friction performance. The combined exclusive friction resistance and mechanical performance were the paramount factors which illustrate the applications of the resultant PI/AGNS nanocomposites in the wear-resistant field or another high-performance material.

Notes

Acknowledgements

This work was financially supported by the National Natural Science Foundation of China (51603093, 51875330, 51103065), the Science and Technology Agency of Jiangsu Province (BK 20160515), the China Postdoctoral Science Foundation (2018T110451) and Postgraduate Research & Practice Innovation Program of Jiangsu Province (KYCX18_2233). The work was also supported by the Tribology Science Fund of State Key Laboratory of Tribology (SKLTKF17B08) and the Project National United Engineering Laboratory for Advanced Bearing Tribology (201806). Dr. C. Min wants to express the gratitude to Jiangsu Province for supporting this project under the innovation program (Surencaiban[2015]26).

Compliance with ethical standards

Conflict of interest

The authors declare that they have no conflict of interest.

Supplementary material

10853_2018_3242_MOESM1_ESM.docx (2.3 mb)
Supplementary material 1 (DOCX 2322 kb)

References

  1. 1.
    Harrass M, Friedrich K, Almajid AA (2010) Tribological behavior of selected engineering polymers under rolling contact. Tribol Int 43:635–646CrossRefGoogle Scholar
  2. 2.
    Brostow W, Sterzynski T, Triouleyre S (1996) Rheological properties and morphology of binary blends of a longitudinal polymer liquid crystal with engineering polymers. Polymer 37:1561–1574CrossRefGoogle Scholar
  3. 3.
    Takizawa K, Wakita J, Kakiage M, Masunaga H, Ando S (2010) Molecular aggregation structures of polyimide films at very high pressure analyzed by synchrotron wide-angle X-ray diffraction. Macromolecules 43:2115–2117CrossRefGoogle Scholar
  4. 4.
    Li Z, Kou K, Zhang J, Zhang Y, Wang Y, Pan C (2017) Solubility, electrochemical behavior and thermal stability of polyimides synthesized from 1,3,5-triazine-based diamine. J Mater Sci 28:6079–6087.  https://doi.org/10.1007/s10854-016-6284-5 Google Scholar
  5. 5.
    Longun J, Iroh JO (2012) Nano-graphene/polyimide composites with extremely high rubbery plateau modulus. Carbon 50:1823–1832CrossRefGoogle Scholar
  6. 6.
    Li Z, Kou K, Zhang J, Ma H, Song J (2018) Solvatochromism effect and electrochemical activity of the solution-processable triazine-based polyimides. J Mater Sci 29:1–10.  https://doi.org/10.1007/s10854-018-8984-5 Google Scholar
  7. 7.
    Chen Y, Shao G, Kong Y, Shen X, Cui S (2017) Facile preparation of cross-linked polyimide aerogels with carboxylic functionalization for CO2, capture. Chem Eng J 322:1–9CrossRefGoogle Scholar
  8. 8.
    Liangwei Q, Lin Y, Darron EH, Bing Z, Wei W, Sun XF, Alex K, Myra S, John WC, Lawrence FA, Sun YP (2004) Polyimide-functionalized carbon nanotubes: synthesis and dispersion in nanocomposite films. Macromolecules 37:6055–6060CrossRefGoogle Scholar
  9. 9.
    Liu H, Li Y, Wang T, Wang Q (2012) In situ synthesis and thermal, tribological properties of thermosetting polyimide/graphene oxide nanocomposites. J Mater Sci 47:1867–1874.  https://doi.org/10.1007/s10853-011-5975-9 CrossRefGoogle Scholar
  10. 10.
    Ma L, Niu H, Cai J, Zhao P, Wang C, Bai X, Lian Y, Wang W (2014) Photoelectrochemical and electrochromic properties of polyimide/graphene oxide composites. Carbon 67:488–499CrossRefGoogle Scholar
  11. 11.
    Jiang X, Bin Y, Matsuo M (2005) Electrical and mechanical properties of polyimide–carbon nanotubes composites fabricated by in situ polymerization. Polymer 46:7418–7424CrossRefGoogle Scholar
  12. 12.
    Jiang Q, Tallury SS, Qiu Y, Pasquinelli MA (2014) Molecular dynamics simulations of the effect of the volume fraction on unidirectional polyimide–carbon nanotube nanocomposites. Carbon 67:440–448CrossRefGoogle Scholar
  13. 13.
    Li J, Cheng XH (2008) Friction and wear properties of surface-treated carbon fiber-reinforced thermoplastic polyimide composites under oil-lubricated condition. Mater Chem Phys 108:67–72CrossRefGoogle Scholar
  14. 14.
    Wang Q, Zhang X, Pei X (2010) Study on the synergistic effect of carbon fiber and graphite and nanoparticle on the friction and wear behavior of polyimide composites. Mater Des 31:3761–3768CrossRefGoogle Scholar
  15. 15.
    Min C, Nie P, Tu WJ, Shen C, Chen XH, Song HJ (2015) Preparation and tribological properties of polyimide/carbon sphere microcomposite films under seawater condition. Tribol Int 90:175–184CrossRefGoogle Scholar
  16. 16.
    Novoselov KS, Geim AK, Morozov SV, Jiang D, Katsnelson MI, Grigorieva IV, Dubonos SV (2005) Two-dimensional gas of massless Dirac fermions in graphene. Nature 438:197–200CrossRefGoogle Scholar
  17. 17.
    Zhao X, Zhang Q, Chen D, Lu P (2010) Enhanced mechanical properties of graphene-based poly(vinyl alcohol) composites. Macromolecules 43:2357–2363CrossRefGoogle Scholar
  18. 18.
    Ha HW, Choudhury A, Kamal T, Kim DH, Park SY (2012) Effect of chemical modification of graphene on mechanical, electrical, and thermal properties of polyimide/graphene nanocomposites. ACS Appl Mater Interfaces 4:4623CrossRefGoogle Scholar
  19. 19.
    Yoonessi M, Shi Y, Scheiman DA, Lebron-Colon M, Tigelaar DM, Weiss RA, Meador MA (2012) Graphene polyimide nanocomposites; thermal, mechanical, and high-temperature shape memory effects. ACS Nano 6:7644–7655CrossRefGoogle Scholar
  20. 20.
    Lai L, Chen L, Zhan D, Sun L, Liu J, Lim SH, Poh CK, Shen Z, Lin J (2011) One-step synthesis of NH2-graphene from in situ, graphene-oxide reduction and its improved electrochemical properties. Carbon 49:3250–3257CrossRefGoogle Scholar
  21. 21.
    Luong ND, Hippi U, Korhonen JT, Soininen AJ, Ruokolainen J, Leena-Sisko J, Jae-Do N, Sinh LH, Seppala J (2011) Enhanced mechanical and electrical properties of polyimide film by graphene sheets via in situ polymerization. Polymer 52:5237–5242CrossRefGoogle Scholar
  22. 22.
    Wang XL, Huang WJ (2013) Fabrication and characterization of graphene/polyimide nanocomposites. J Eukaryot Microbiol 785–786:138–144Google Scholar
  23. 23.
    Li D, Liu T, Yu X, Wu D, Su Z (2017) Fabrication of graphene-biomacromolecule hybrid materials for tissue engineering application. Polym Chem 8:4309–4321CrossRefGoogle Scholar
  24. 24.
    Ren T, Li L, Cai X, Dong H, Liu S, Li Y (2012) Engineered polyethylenimine/graphene oxide nanocomposite for nuclear localized gene delivery. Polym Chem 3:2561–2569CrossRefGoogle Scholar
  25. 25.
    Lim H, Min CC, Ji YC (2012) Synthesis of microporous polymers by Friedel–Crafts reaction of 1-bromoadamantane with aromatic compounds and their surface modification. Polym Chem 3:868–870CrossRefGoogle Scholar
  26. 26.
    Nakahara A, Satoh K, Kamigaito M (2011) Random copolymer of styrene and diene derivatives via anionic living polymerization followed by intramolecular Friedel–Crafts cyclization for high-performance thermoplastics. Polym Chem 3:190–197CrossRefGoogle Scholar
  27. 27.
    Liu Y, Shi Z, Xu H, Fang J, Ma X, Yin J (2010) Preparation, characterization, and properties of novel polyhedral oligomeric silsesquioxane–polybenzimidazole nanocomposites by Friedel–Crafts reaction. Macromolecules 43:6731–6738CrossRefGoogle Scholar
  28. 28.
    Min C, Liu D, He Z, Li S, Zhang K, Huang Y (2018) Preparation of novel polyimide nanocomposites with high mechanical and tribological performance using covalent modified carbon nanotubes via Friedel–Crafts reaction. Polymer 150:223–231CrossRefGoogle Scholar
  29. 29.
    Wang S, Pan L, Li QJ (2013) Tribological behaviors of polytetrafluoroethylene composites under dry sliding and seawater lubrication. Appl Polym Sci 130:2523–2531CrossRefGoogle Scholar
  30. 30.
    Chen B, Wang J, Ya F (2012) Microstructure of PTFE-based polymer blends and their tribological behaviors under aqueous environment. Tribol Lett 45:387–395CrossRefGoogle Scholar
  31. 31.
    Min C, Liu D, Shen C, Zhang Q, Song HJ, Li SJ, Shen XJ, Zhu MY, Zhang K (2018) Unique synergistic effects of graphene oxide and carbon nanotube hybrids on the tribological properties of polyimide nanocomposites. Tribol Int 117:217–224CrossRefGoogle Scholar
  32. 32.
    Pham VH, Cuong TV, Hur SH, Oh E, Kim EJ, Shin EW, Chung JS (2011) Chemical functionalization of graphene sheets by solvothermal reduction of a graphene oxide suspension in N-methyl-2-pyrrolidone. J Mater Chem 21:3371–3377CrossRefGoogle Scholar
  33. 33.
    Park S, Dikin DA, Nguyen ST, Ruoff RS (2009) Graphene oxide sheets chemically cross-linked by polyallylamine. J Phys Chem C 113:15801–15804CrossRefGoogle Scholar
  34. 34.
    Shan C, Yang H, Han D, Zhang Q, Ivaska A, Niu L (2009) Water-soluble graphene covalently functionalized by biocompatible poly-l-lysine. Langmuir 25:12030–12033CrossRefGoogle Scholar
  35. 35.
    Ammar MR, Galy N, Rouzaud JN, Toulhoat N, Vaudey CE, Simon P, Moncoffre N (2015) Characterizing various types of defects in nuclear graphite using Raman scattering: heat treatment, ion irradiation and polishing. Carbon 95:364–373CrossRefGoogle Scholar
  36. 36.
    Pham DT, Lee TH, Luong DH, Yao F, Ghosh A, Le VT, Kim TH, Li B, Chang J, Lee YH (2015) Carbon nanotube-bridged graphene 3D building blocks for ultrafast compact supercapacitors. ACS Nano 9:2018–2027CrossRefGoogle Scholar
  37. 37.
    Park OK, Hwang JY, Goh M, Lee JH, Ku BC, You NH (2013) Mechanically strong and multifunctional polyimide nanocomposites using amimophenyl functionalized graphene nanosheets. Macromolecules 46:3505–3511CrossRefGoogle Scholar
  38. 38.
    Sidorov AN, Sławiński GW, Jayatissa AH, Zamborini FP, Sumanasekera GU (2012) A surface-enhanced Raman spectroscopy study of thin graphene sheets functionalized with gold and silver nanostructures by seed-mediated growth. Carbon 50:699–705CrossRefGoogle Scholar
  39. 39.
    Yang H, Hu H, Ni Z, Poh CK, Cong C, Lin J, Yu T (2013) Comparison of surface-enhanced Raman scattering on graphene oxide, reduced graphene oxide and graphene surfaces. Carbon 62:422–429CrossRefGoogle Scholar
  40. 40.
    Seehra MS, Narang V, Geddam UK, Stefaniak AB (2017) Correlation between X-ray diffraction and Raman spectra of 16 commercial graphene—based materials and their resulting classification. Carbon 111:380–385CrossRefGoogle Scholar
  41. 41.
    Wan YJ, Tang LC, Gong LX, Yan D, Li YB, Wu LB, Jiang JX, Lai GQ (2014) Grafting of epoxy chains onto graphene oxide for epoxy composites with improved mechanical and thermal properties. Carbon 69:467–480CrossRefGoogle Scholar
  42. 42.
    Lai L, Huang G, Wang X, Weng J (2010) Solvothermal syntheses of hollow carbon microspheres modified with –NH and –OH groups in one-step process. Carbon 48:3145–3156CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Research School of Polymeric MaterialsJiangsu UniversityZhenjiangPeople’s Republic of China
  2. 2.School of Materials Science and EngineeringJiangsu UniversityZhenjiangPeople’s Republic of China
  3. 3.State Key Laboratory of TribologyTsinghua UniversityBeijingPeople’s Republic of China
  4. 4.National United Engineering Laboratory for Advanced Bearing TribologyHenan University of Science and TechnologyLuoyangPeople’s Republic of China
  5. 5.School of Materials Science and EngineeringShaanxi University of Science and TechnologyXi’anPeople’s Republic of China

Personalised recommendations