Abstract
There is an increasing clinical need to design dental restorative materials that combine excellent mechanical property and anti-biofilm activity. In the current study, photocurable polycation functionalized nanodiamond (QND) was synthesized and proposed as novel filler for dental resins. By reason of increased repulsive force between nanoparticles and enhanced compatibility with resin matrix, QND dispersed uniformly in reinforced resins, which would help to transfer stress and deformation from the matrix to fillers more efficiently, resulting in a significant improvement in mechanical properties. Notably, the Vickers’s hardness, flexural strength and flexural modulus of resins containing 1.0 wt% QND were 44.5, 36.1 and 41.3% higher than that of control, respectively. The antibacterial activity against Streptococcus mutans (S. mutans) showed that QND-incorporated resins produced anti-adhesive property due to their hydrophilic surfaces and could suppress bacterial growth as a result of the contact-killing effect of embedded nanocomposites. As the synergistic effect of anti-adhesive and bactericidal performance, resins loading 1.0~1.5 wt% QNDs displayed excellent anti-biofilm activity. Meanwhile, the results of macrophage cytotoxicity showed that the proliferation of RAW 264.7 cells remained 84.3%, even at a concentration of 1.0 wt% QNDs after 7-day incubation. Therefore, the QND-containing dental resin with the combination of high mechanical property, bacteria-repellent capability and antibacterial performance holds great potential as a restorative material based on this scheme.
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References
Ferracane JL. Resin composite--state of the art. Dent Mater. 2011;27:29–38. https://doi.org/10.1016/j.dental.2010.10.020.
Melo MA, Orrego S, Weir MD, Xu HH, Arola DD. Designing multiagent dental materials for enhanced resistance to biofilm damage at the bonded interface. ACS Appl Mater Interf. 2016;8:11779–87. https://doi.org/10.1021/acsami.6b01923.
Yu Q, Wu Z, Chen H. Dual-function antibacterial surfaces for biomedical applications. Acta Biomater. 2015;16:1–13. https://doi.org/10.1016/j.actbio.2015.01.018.
Melo MA, Guedes SF, Xu HH, Rodrigues LK. Nanotechnology-based restorative materials for dental caries management. Trends Biotechnol. 2013;31:459–67. https://doi.org/10.1016/j.tibtech.2013.05.010.
Makvandi P, Ghaemy M, Ghadiri AA, Mohseni M. Photocurable, antimicrobial quaternary ammonium-modified nanosilica. J Dent Res. 2015;94:1401–7. https://doi.org/10.1177/0022034515599973.
Echazú MIA, Tuttolomondo MV, Foglia ML, Mebert AM, Alvarez GS, Desimone MF. Advances in collagen, chitosan and silica biomaterials for oral tissue regeneration: from basics to clinical trials. J Mater Chem B. 2016;4:6913–29. https://doi.org/10.1039/c6tb02108e.
Chen S, Gururaj S, Xia W, Engqvist H. Synthesis of Ag doped calcium phosphate particles and their antibacterial effect as additives in dental glass ionomer cements. J Mater Sci Mater Med. 2016;27:172 https://doi.org/10.1007/s10856-016-5785-3.
Besinis A, Peralta TD, Tredwin CJ, Handy RD. Review of nanomaterials in dentistry: interactions with the oral microenvironment, clinical applications, hazards, and benefit. ACS Nano 2015;9:2255–89.
Reineck P, Lau DWM, Wilson ER, Fox K, Field MR, Deeleepojananan C, et al. Effect of surface chemistry on the fluorescence of detonation nanodiamonds. ACS Nano. 2017;11:10924–34. https://doi.org/10.1021/acsnano.7b04647.
Zhang Q, Mochalin VN, Neitzel I, Hazeli K, Niu J, Kontsos A, et al. Mechanical properties and biomineralization of multifunctional nanodiamond-PLLA composites for bone tissue engineering. Biomaterials. 2012;33:5067–75. https://doi.org/10.1016/j.biomaterials.2012.03.063.
Protopapa P, Kontonasaki E, Bikiaris D, Paraskevopoulos KM, Koidis P. Reinforcement of a PMMA resin for fixed interim prostheses with nanodiamonds. Dent Mater J. 2011;30:222–31. https://doi.org/10.4012/dmj.2010-135.
Ayatollahi MR, Alishahi E, Shadlou S. Mechanical behavior of nanodiamond/epoxy nanocomposites. Int J Fract. 2011;170:95–100. https://doi.org/10.1007/s10704-011-9600-3.
Zhai YJ, Wang ZC, Huang W, Huang JJ, Wang YY, Zhao YQ. Improved mechanical properties of epoxy reinforced by low content nanodiamond powder. Mater Sci Eng A. 2011;528:7295–7300. https://doi.org/10.1016/j.msea.2011.06.053.
Maitra U, Prasad KE, Ramamurty U, Rao CNR. Mechanical properties of nanodiamond-reinforced polymer-matrix composites. Solid State Commun. 2009;149:1693–7. https://doi.org/10.1016/j.ssc.2009.06.017.
Habib E, Wang R, Zhu XX. Monodisperse silica-filled composite restoratives mechanical and light transmission properties. Dent Mater. 2017;33:280–7. https://doi.org/10.1016/j.dental.2016.12.008.
Basiuk EV, Santamaría-Bonfil A, Meza-Laguna V, Gromovoy TY, Alvares-Zauco E, Contreras-Torres FF, et al. Solvent-free covalent functionalization of nanodiamond with amines. Appl Surf Sci. 2013;275:324–34. https://doi.org/10.1016/j.apsusc.2012.12.062.
Haleem YA, Liu D, Chen W, Wang C, Hong C, He Z, et al. Surface functionalization and structure characterizations of nanodiamond and its epoxy based nanocomposites. Compos Part B-Eng. 2015;78:480–7. https://doi.org/10.1016/j.compositesb.2015.04.012.
Chang IP, Hwang KC, Ho JA, Lin CC, Hwu RJ, Horng JC. Facile surface functionalization of nanodiamonds. Langmuir. 2010;26:3685–9. https://doi.org/10.1021/la903162v.
Takimoto T, Chano T, Shimizu S, Okabe H, Ito M, Morita M, et al. Preparation of fluorescent diamond nanoparticles stably dispersed under a physiological environment through multistep organic transformations. Chem Mater. 2010;22:3462–71. https://doi.org/10.1021/cm100566v.
Khanal M, Turcheniuk V, Barras A, Rosay E, Bande O, Siriwardena A, et al. Toward multifunctional “clickable” diamond nanoparticles. Langmuir. 2015;31:3926–33. https://doi.org/10.1021/acs.langmuir.5b00643.
Zhang F, Song Q, Huang X, Li F, Wang K, Tang Y, et al. A novel high mechanical property PLGA composite matrix loaded with nanodiamond-phospholipid compound for bone. Tissue Eng ACS Appl Mater Interf. 2016;8:1087–97. https://doi.org/10.1021/acsami.5b09394.
Zhang Q, Mochalin VN, Neitzel I, Knoke IY, Han J, Klug CA, et al. Fluorescent PLLA-nanodiamond composites for bone tissue engineering. Biomaterials. 2011;32:87–94. https://doi.org/10.1016/j.biomaterials.2010.08.090.
Cao W, Peng X, Chen X, Wang X, Jin F, Li Q, et al. Facile synthesis of cationic polymer functionalized nanodiamond with high dispersity and antibacterial activity. J Mater Sci. 2017;52:1856–67. https://doi.org/10.1007/s10853-016-0475-6.
Peng X, Cao W, Jin F, Wang X, Li Q, Chen H, et al. Immobilization of N-halamine based polycation on nanodiamonds for high dispersity and enhanced biocidal activity. J Nanosci Nanotechnol. 2017;17:3126 https://doi.org/10.1166/jnn.2017.14544.
Cheng L, Zhang K, Zhang N, Melo MAS, Weir MD, Zhou XD, et al. Developing a new generation of antimicrobial and bioactive dental resins. J Dent Res. 2017;96:855–63. https://doi.org/10.1177/0022034517709739.
Dolmatov VY. Detonation synthesis ultradispersed diamonds: properties and applications. Russ Chem Rev. 2001;70:607–26.
Zhang X, Jia C, Qiao X, Liu T, Sun K. Porous poly(glycerol sebacate) (PGS) elastomer scaffolds for skin tissue engineering. Polym Test. 2016;54:118–25. https://doi.org/10.1016/j.polymertesting. 2016.07.006.
Cho HB, Nguyen ST, Nakayama T, Huynh MTT, Suematsu H, Suzuki T, et al. Oxidation of nanodiamonds and modulation of their assembly in polymer-based nanohybrids by field-inducement. J Mater Sci. 2013;48:4151–62. https://doi.org/10.1007/s10853-013-7228-6.
Martín R, Heydorn PCn, Alvaro M, Garcia H. General strategy for high-density covalent functionalization of diamond nanoparticles using Fenton chemistry. Chem Mater. 2009;21:4505–14. https://doi.org/10.1021/cm9012602.
Cao W, Zhang Y, Wang X, Chen Y, Li Q, Xing X, et al. Development of a novel resin-based dental material with dual biocidal modes and sustained release of Ag+ ions based on photocurable core-shell AgBr/cationic polymer nanocomposites. J Mater Sci Mater Med. 2017;28:103 https://doi.org/10.1007/s10856-017-5918-3.
Liang Y, Ozawa M, Krueger A. A general procedure to functionalize agglomerating nanoparticles demonstrated on nanodiamond. ACS Nano. 2009;3:2288–96.
Barras A, Lyskawa J, Szunerits S, Woisel P, Boukherroub R. Direct functionalization of nanodiamond particles using dopamine derivatives. Langmuir. 2011;27:12451–7. https://doi.org/10.1021/la202571d.
Sambhy V, MacBride MM, Peterson BR, Sen A. Silver bromide nanoparticle/polymer composites: dual action tunable antimicrobial materials. J Am Chem Soc. 2006;128:9798–808. https://doi.org/10.1021/ja061442z.
de Castro DT, Valente ML, Agnelli JA, Lovato da Silva CH, Watanabe E, Siqueira RL, et al. In vitro study of the antibacterial properties and impact strength of dental acrylic resins modified with a nanomaterial. J Prosthet Dent. 2016;115:238–46. https://doi.org/10.1016/j.prosdent.2015.09.003.
Han Z, Zhu B, Chen R, Huang Z, Zhu C, Zhang X. Effect of silver-supported materials on the mechanical and antibacterial properties of reinforced acrylic resin composites. Mater Des. 2015;65:1245–52. https://doi.org/10.1016/j.matdes.2014.10.023.
Wang R, Zhang M, Liu F, Bao S, Wu T, Jiang X, et al. Investigation on the physical-mechanical properties of dental resin composites reinforced with novel bimodal silica nanostructures. Mater Sci Eng C. 2015;50:266–73. https://doi.org/10.1016/j.msec.2015.01.090.
Antonucci JM, Zeiger DN, Tang K, Lin-Gibson S, Fowler BO, Lin NJ. Synthesis and characterization of dimethacrylates containing quaternary ammonium functionalities for dental applications. Dent Mater. 2012;28:219–28. https://doi.org/10.1016/j.dental.2011.10.004.
Lee JH, El-Fiqi A, Jo JK, Kim DA, Kim SC, Jun SK, et al. Development of long-term antimicrobial poly(methyl methacrylate) by incorporating mesoporous silica nanocarriers. Dent Mater. 2016;32:1564–74. https://doi.org/10.1016/j.dental.2016.09.001.
Xu A, Zhou L, Deng Y, Chen X, Xiong X, Deng F, et al. A carboxymethyl chitosan and peptide-decorated polyetheretherketone ternary biocomposite with enhanced antibacterial activity and osseointegration as orthopedic/dental implants. J Mater Chem B. 2016;4:1878–90. https://doi.org/10.1039/c5tb02782a.
Grivet M, Morrier JJ, Benay G, Barsotti O. Effect of hydrophobicity on in vitro stretococcal adhesion to dental alloys. J Mater Sci Mater Med. 2000;11:637–742.
Cheng X, Qu T, Ma C, Xiang D, Yu Q, Liu X. Bioactive mono-dispersed nanospheres with long-term antibacterial effects for endodontic sealing. J Mater Chem B. 2017;5:1195–204. https://doi.org/10.1039/c6tb02819e.
Song R, Zhong Z, Lin L. Evaluation of chitosan quaternary ammonium salt-modified resin denture base material. Int J Biol Macromol. 2016;85:102–10. https://doi.org/10.1016/j.ijbiomac.2015.12.052.
He J, Soderling E, Lassila LV, Vallittu PK. Synthesis of antibacterial and radio-opaque dimethacrylate monomers and their potential application in dental resin. Dent Mater. 2014;30:968–76. https://doi.org/10.1016/j.dental.2014.05.013.
Hoshika T, Nishitani Y, Yoshiyama M, Key WO 3rd, Brantley W, Agee KA, et al. Effects of quaternary ammonium-methacrylates on the mechanical properties of unfilled resins. Dent Mater. 2014;30:1213 https://doi.org/10.1016/j.dental.2014.08.365.
Xie H, Cao T, Rodríguez-Lozano FJ, Luong-Van EK, Rosa V. Graphene for the development of the next-generation of biocomposites for dental and medical applications. Dent Mater. 2017;33:765–74. https://doi.org/10.1016/j.dental.2017.04.008.
Wang R, Tao J, Yu B, Dai L. Characterization of multiwalled carbon nanotube-polymethyl methacrylate composite resins as denture base materials. J Prosthet Dent. 2014;111:318–26. https://doi.org/10.1016/j.prosdent.2013.07.017.
Nair RR, Blake P, Grigorenko AN, Novoselov KS, Booth TJ, Stauber T, et al. Universal dynamic conductivity and quantized visible opacity of suspended graphene. Science. 2008;320:1308. https://doi.org/10.1126/science.1156965.
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This research was supported by the Research Fund from the Natural Science Foundation of China (No. 81460107).
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Cao, W., Zhang, Y., Wang, X. et al. Novel resin-based dental material with anti-biofilm activity and improved mechanical property by incorporating hydrophilic cationic copolymer functionalized nanodiamond. J Mater Sci: Mater Med 29, 162 (2018). https://doi.org/10.1007/s10856-018-6172-z
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DOI: https://doi.org/10.1007/s10856-018-6172-z