Quaternary ammonium silane-functionalized, methacrylate resin composition with antimicrobial activities and self-repair potential

Acta Biomaterialia

Volumn 8, Issue 9, 2012, Pages 3270-3282

  Gong, Shi Qiang ^a   Niu, Li Na ^b   Kemp, Lisa K ^c   Yiu, Cynthia K Y ^d   Ryou, Heonjune ^e   Qi, Yi Pin ^f   Blizzard, John D ^g   Nikonov, Sergey ^h   Brackett, Martha G ^h   Messer, Regina L W ^h   Wu, Christine D ⁱ   Mao, Jing ^a   Bryan Brister, L ^c   Rueggeberg, Frederick A ^h   Arola, Dwayne D ^e   Pashley, David H ^h   Tay, Franklin R ^h  

^a HUAZHONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b FOURTH MILITARY MEDICAL UNIVERSITY   (China)

^c UNIVERSITY OF SOUTHERN MISSISSIPPI   (United States)

^d UNIVERSITY OF HONG KONG   (Hong Kong)

^e UNIVERSITY OF MARYLAND BALTIMORE COUNTY   (United States)

^f SUN YAT SEN UNIVERSITY   (China)

^g Quadsil Inc   (United States)

^h MEDICAL COLLEGE OF GEORGIA   (United States)

ⁱ UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

Antimicrobial; Organic modified silicate; Quaternary ammonium; Self repair; Sol gel technique

Indexed keywords

CURING; MICROORGANISMS; REPAIR; RESINS; SOL-GEL PROCESS; SOL-GELS;

ANTI-MICROBIAL ACTIVITY; ANTIMICROBIAL POLYMERS; FUNCTIONALIZED; ORGANIC MODIFIED SILICATE; ORGANICS; QUATERNARY AMMONIUM; QUATERNARY AMMONIUM SILANES; RESIN COMPOSITION; SELF REPAIR; SOL-GEL TECHNIQUE;

SILICATES;

AMMONIA; POLYMER; QUATERNARY AMMONIUM METHACRYLOXYSILOXANE; RESIN; SILANE DERIVATIVE; UNCLASSIFIED DRUG; WATER;

ACTINOMYCES NAESLUNDII; ANTIMICROBIAL ACTIVITY; ARTICLE; BIOFILM; CANDIDA ALBICANS; CELL REGENERATION; CHEMICAL ANALYSIS; CONTROLLED STUDY; GEL; HUMAN; HYDRATION; NONHUMAN; POLYMERIZATION; PRIORITY JOURNAL; SOLID; STREPTOCOCCUS MUTANS;

ACTINOMYCES NAESLUNDII; CANDIDA ALBICANS; STREPTOCOCCUS MUTANS;

EID: 84864405615     PISSN: 17427061     EISSN: 18787568     Source Type: Journal    
DOI: 10.1016/j.actbio.2012.05.031     Document Type: Article

References (55)

1. Kenawy. El-R, S.D. Worley, and R. Broughton The chemistry and applications of antimicrobial polymers: a state-of-the-art review Biomacromolecules 8 2007 1359 1384 (Pubitemid 46865105)
2. J. Markarian Materials handling equipment for the compounding plant Plast Addit Compd 11 2009 18 21
3. Global Industry Analysts, Inc., http://www.prweb.com/releases/healthcare- antimicrobial/plastics-biocides/prweb8831439.htm.
4. A.J. Isquith, E.A. Abbott, and P.A. Walters Surface-bonded antimicrobial activity of an organosilicon quaternary ammonium chloride Appl Microbiol 24 1972 859 863
5. B. Gottenbos, H.C. van der Mei, F. Klatter, P. Nieuwenhuis, and H.J. Busscher In vitro and in vivo antimicrobial activity of covalently coupled quaternary ammonium silane coatings on silicone rubber Biomaterials 23 2002 1417 1423 (Pubitemid 34037078)
6. J.J. Oosterhof, K.J. Buijssen, H.J. Busscher, B.F. van der Laan, and H.C. van der Mei Effects of quaternary ammonium silane coatings on mixed fungal and bacterial biofilms on tracheoesophageal shunt prostheses Appl Environ Microbiol 72 2006 3673 3677 (Pubitemid 43728024)
7. B. Ahlström, R.A. Thompson, and L. Edebo The effect of hydrocarbon chain length, pH, and temperature on the binding and bactericidal effect of amphiphilic betaine esters on Salmonella typhimurium APMIS 107 1999 318 324 (Pubitemid 29173790)
8. M.J. Saif, J. Anwar, and M.A. Munawar A novel application of quaternary ammonium compounds as antibacterial hybrid coating on glass surfaces Langmuir 25 2009 377 379
9. J.D. Blizzard, and K.A. Kimmerling US Prov Pat Appl 61 527 2011 231
10. L. Nicole, L. Rozes, and C. Sanchez Integrative approaches to hybrid multifunctional materials: from multidisciplinary research to applied technologies Adv Mater 22 2010 3208 3214
11. K. Matyjaszewski, and N.V. Tsarevsky Nanostructured functional materials prepared by atom transfer radical polymerization Nat Chem 1 2009 276 288
12. M.J. Owen The surface activity of silicones: a short review Ind Eng Chem Prod Res Dev 19 1980 97 103
13. I. Sideridou, D.S. Achilias, C. Spyroudi, and M. Karabela Water sorption characteristics of light-cured dental resins and composites based on Bis-EMA/PCDMA Biomaterials 25 2004 367 376 (Pubitemid 37329726)
14. A.A. Fahmy, and J.C. Hunt Stress dependence of water diffusion in epoxy resin Polym Compos 1 1980 77 80
15. S. Burattini, B.W. Greenland, D. Chappell, H.M. Colquhoun, and W. Hayes Healable polymeric materials: a tutorial review Chem Soc Rev 39 2010 1973 1985
16. D.G. Cory, and W.M. Ritchey Suppression of signals from the probe in block decay spectra J Magn Reson 80 1988 128 132
17. F.A. Rueggeberg State-of-the-art: dental photocuring-a review Dent Mater 27 2011 39 52
18. I.E. Ruyter, and S.A. Svendsen Remaining methacrylate groups in composite restorative materials Acta Odontol Scand 36 1978 75 82
19. F.C. Calheiros, M. Daronch, F.A. Rueggeberg, and R.R. Braga Degree of conversion and mechanical properties of a BisGMA:TEGDMA composite as a function of the applied radiant exposure J Biomed Mater Res B Appl Biomater 84 2008 503 509
20. D.C. Watts, and A.J. Cash Kinetic measurements of photo-polymerization contraction in resins and composites Meas Sci Technol 2 1991 788 794 (Pubitemid 21682092)
21. A. Solé, J. Mas, and I. Esteve A new method based on image analysis for determining cyanobacterial biomass by CLSM in stratified benthic sediments Ultramicroscopy 107 2007 669 673 (Pubitemid 46602716)
22. M.G. Mantellini, T.M. Botero, P. Yaman, J.B. Dennison, C.T. Hanks, and J.E. Nör Adhesive resin induces apoptosis and cell-cycle arrest of pulp cells J Dent Res 82 2003 592 596 (Pubitemid 41766139)
23. J.M. Edmondson, L.S. Armstrong, and A.O. Martinez A rapid and simple MTT-based spectrophotometric assay for determining drug sensitivity in monolayer cultures J Tissue Cult Meth 11 1988 15 17
24. H. Ryou, L.N. Niu, L. Dai, C.R. Pucci, D.D. Arola, and D.H. Pashley Effect of biomimetic remineralization on the dynamic nanomechanical properties of dentin hybrid layers J Dent Res 90 2011 1122 1128
25. D.D. Achilias, M.M. Karabela, and I.D. Sideridou Thermal degradation of light-cured dimethacrylate resins. Part I. Isoconversional kinetic analysis Thermochim Acta 472 2008 74 83
26. D.E. Leyden, R.S.S. Shreedhara-Murphy, J.P. Blitz, J.B. Atwater, and A. Rachetti Reflectance FTIR investigations of the reactions of silanes on silica surfaces Mikrochim Acta 11 1988 53 56
27. I.C. Regoli, C.C.S. Cavalheiro, M.G. Neumann, and E.T.G. Cavalheiro Thermal decomposition of copolymers used in dental resins formulations photocured by ultra blue IS J Appl Polym Sci 105 2007 3295 3300 (Pubitemid 47229041)
28. Sarrett DC. Clinical challenges and the relevance of materials testing for posterior composite restorations. Dent Mater 200;21:9-20.
29. A. Jokstad, S. Bayne, U. Blunck, M. Tyas, and N. Wilson Quality of dental restorations. FDI Commission Projects 2-95 Int Dent J 51 2001 117 158
30. N. Namba, Y. Yoshida, N. Nagaoka, S. Takashima, K. Matsuura-Yoshimoto, and H. Maeda Antibacterial effect of bactericide immobilized in resin matrix Dent Mater 25 2009 424 430
31. Yiu CK, Hiraishi N, Tay FR, King NM. Effect of chlorhexidine incorporation into dental adhesive resin on durability of resin-dentin bond. J Adhes Dent 2012 [Epub ahead of print].
32. S. Imazato, F.R. Tay, A.V. Kaneshiro, Y. Takahashi, and S. Ebisu An in vivo evaluation of bonding ability of comprehensive antibacterial adhesive system incorporating MDPB Dent Mater 23 2007 110 116
33. S. Imazato Bio-active restorative materials with antibacterial effects: new dimension of innovation in restorative dentistry Dent Mater 28 2009 11 19
34. Y.H. Xiao, J.H. Chen, M. Fang, X.D. Xing, H. Wang, and Y.J. Wang Antibacterial effects of three experimental quaternary ammonium salt (QAS) monomers on bacteria associated with oral infections J Oral Sci 50 2008 323 327
35. F. Li, Z.G. Chai, M.N. Sun, F. Wang, S. Ma, and L. Zhang Anti-biofilm effect of dental adhesive with cationic monomer J Dent Res 88 2009 372 376
36. R.R. Regis, A.P. Zanini, M.P. Della Vecchia, C.H. Silva-Lovato, H.F. Oliveira Paranhos, and R.F. de Souza Physical properties of an acrylic resin after incorporation of an antimicrobial monomer J Prosthodont 20 2011 372 379
37. G. Dhir, D.W. Berzins, V.B. Dhuru, A.R. Periathamby, and A. Dentino Physical properties of denture base resins potentially resistant to Candida adhesion J Prosthodont 16 2007 465 472
38. B.A. Venhoven, A.J. de Gee, and C.L. Davidson Polymerization contraction and conversion of light-curing BisGMA-based methacrylate resins Biomaterials 14 1993 871 875 (Pubitemid 23272154)
39. J.H. Lai Organosilicon dental composite restorative materials US Patent Office 5 081 1992 164
40. R.G. Holmes, F.A. Rueggeberg, R.S. Callan, F. Caughman, D.C. Chan, and D.H. Pashley Effect of solvent type and content on monomer conversion of a model resin system as a thin film Dent Mater 23 2007 1506 1512 (Pubitemid 350018861)
41. J. Song, H. Kong, and J. Jang Bacterial adhesion inhibition of the quaternary ammonium functionalized silica nanoparticles Colloids Surf B Biointerf 82 2011 651 656
42. K. Lewis Riddle of biofilm resistance Antimicrob Agents Chemother 45 2001 999 1007 (Pubitemid 32230975)
43. S.S. Mo, W. Bao, G.Y. Lai, J. Wang, and M.Y. Li The microfloral analysis of secondary caries biofilm around Class I and Class II composite and amalgam fillings BMC Infect Dis 10 2010 241
44. J. Kim, and P. Sudbery Candida albicans, a major human fungal pathogen J Microbiol 49 2011 171 177
45. L. Ferreira, and A. Zumbuehl Non-leaching surfaces capable of killing microorganisms on contact J Mater Chem 19 2009 7796 7806
46. L.R. Rodrigues Inhibition of bacterial adhesion on medical devices D. Linke, A. Goldman, Bacterial adhesion 2011 Springer Verlag New York 351 367
47. M. Katsikogianni, and Y.F. Missirlis Concise review of mechanisms of bacterial adhesion to biomaterials and of techniques used in estimating bacteria-material interactions Eur Cells Mater 8 2004 37 57 (Pubitemid 40132321)
48. A.H. Wyllie, J.F. Kerr, and A.R. Currie Cell death: the significance of apoptosis Int Rev Cytol 68 1980 251 306 (Pubitemid 11219226)
49. L. Stanislawski, M. Lefeuvre, K. Bourd, E. Soheili-Majd, M. Goldberg, and A.J. Périanin TEGDMA-induced toxicity in human fibroblasts is associated with early and drastic glutathione depletion with subsequent production of oxygen reactive species Biomed Mater Res A 66 2003 476 482 (Pubitemid 37517192)
50. J. Malacarne-Zanon, D.H. Pashley, K.A. Agee, S. Foulger, M.C. Alves, and L. Breschi Effects of ethanol addition on the water sorption/solubility and percent conversion of comonomers in model dental adhesives Dent Mater 25 2009 1275 1284
51. R.O. Ritchie Mechanisms of fatigue crack propagation in metals, ceramics and composites: role of crack tip shielding Mater Sci Eng A 103 1988 15 28
52. J. Karger-Kocsis How does "phase transformation toughening" work in semicrystalline polymers? Polym Eng Sci 36 1996 203 210 (Pubitemid 126594045)
53. A. Galeski Strength and toughness of crystalline polymer systems Prog Polym Sci 28 2003 1643 1699
54. J.K. Kim, and R.E. Robertson Toughening of thermoset polymers by rigid crystalline particles J Mater Sci 27 1992 161 174
55. J.J. Kruzic Predicting fatigue failures Science 325 2009 156 158