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Microencapsulation of Liquid Cyanoacrylate via In situ Polymerization for Self-healing Bone Cement Application

Published online by Cambridge University Press:  25 May 2012

Vineela D. Gandham ,
Alice B.W. Brochu  and
William M. Reichert
Vineela D. Gandham
Affiliation:
Department of Biomedical Engineering, Duke University, Durham, NC 27708-0281, U.S.A
Alice B.W. Brochu
Affiliation:
Department of Biomedical Engineering, Duke University, Durham, NC 27708-0281, U.S.A Center for Biomolecular and Tissue Engineering, Duke University, Durham, NC 27708-0271, U.S.A
William M. Reichert
Affiliation:
Department of Biomedical Engineering, Duke University, Durham, NC 27708-0281, U.S.A Center for Biomolecular and Tissue Engineering, Duke University, Durham, NC 27708-0271, U.S.A
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Abstract

Structural polymers are susceptible to accumulated damage in the form of internal microcracks that propagate through the material, resulting in mechanical failure. Self- healing approaches offer a solution to repair these damages automatically. The first generation self-healing material system includes a microencapsulated healing agent within a catalyst-embedded matrix. Propagating microcracks rupture the microcapsules, releasing the liquid healing agent into the damaged region. Catalyst-triggered polymerization of the released healing agent repairs the damage. Our research focuses on a similar approach for addressing “damage accumulation failure” of poly(methyl methacrylate) (PMMA) bone cement caused by microcrack initiation and propagation. In this study, polyurethane (PU) microcapsules containing a tissue adhesive, 2-octylcyanoacrylate (OCA) were synthesized using in situ interfacial polymerization of toluene-2,4-diisocynate (TDI) and polyethylene glycol 200 (PEG 200) through an oil-in-oil-in-water microemulsion (o/o/w). The process was optimized by studying different combinations of organic solvents, surfactants, temperatures, agitation rates, pH, and reaction times and their effects on microencapsulation were observed. Microcapsule surface morphology, size, shell thickness, encapsulated OCA viability, thermal degradation, and chemical structure of the microcapsule shell were evaluated using a stereoscope, scanning electron microscopy (SEM), thermogravimetric analysis (TGA), and fourier transform infrared spectroscopy (FT-IR).

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 1417: Symposium KK – Biomaterials for Tissue Regeneration , 2012 , mrsf11-1417-kk01-06
Copyright
Copyright © Materials Research Society 2012

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References

REFERENCES

[1] Kindt-Larsen, T., et al. ., “Innovations in acrylic bone cement and application equipment,” Journal of Applied Biomaterials, vol. 6, pp. 75–83, 1995.Google Scholar
[2] Jasty, M., et al. ., “The initiation of failure in cemented femoral components of hip arthroplasties,” J Bone Joint Surg Br, vol. 73-B, pp. 551–558, July 1, 1991 1991.Google Scholar
[3] Culleton, T. P., et al. ., “Fatigue failure in the cement mantle of an artificial hip joint,” Clinical Materials, vol. 12, pp. 95–102, 1993.Google Scholar
[4] Topoleski, L. D. T., et al. ., “Microstructural pathway of fracture in poly(methyl methacrylate) bone cement,” Biomaterials, vol. 14, pp. 1165–1172, 1993.Google Scholar
[5] Huiskes, R., “Failed innovation in total hip replacement: Diagnosis and proposals for a cure,” Acta Orthopaedica, vol. 64, pp. 699–716, 1993.Google Scholar
[6] Saha, S. and Pal, S., “Mechanical properties of bone cement: A review,” Journal of Biomedical Materials Research, vol. 18, pp. 435–462, 1984.Google Scholar
[7] Murphy, B. P. and Prendergast, P. J., “Measurement of non-linear microcrack accumulation rates in polymethylmethacrylate bone cement under cyclic loading,” Journal of Materials Science: Materials in Medicine, vol. 10, pp. 779–781, 1999.Google Scholar
[8] Deb, S. and Vazquez, B., “The effect of cross-linking agents on acrylic bone cements containing radiopacifiers,” Biomaterials, vol. 22, pp. 2177–2181, 2001.Google Scholar
[9] Nien, Y.-H. and Chen, J., “Studies of the mechanical and thermal properties of cross-linked poly(methylmethacrylate-acrylic acid-allylmethacrylate)-modified bone cement,” Journal of Applied Polymer Science, vol. 100, pp. 3727–3732, 2006.Google Scholar
[10] Muraikami, A., et al. ., “Rubber-modified bone cement,” Journal of Materials Science, vol. 23, pp. 2029–2036, 1988.Google Scholar
[11] Yang, J.-M., et al. ., “Mechanical properties of acrylic bone cement containing PMMA-SiO2 hybrid sol-gel material,” Journal of biomedical materials research, vol. 38, pp. 143–154, 1997.Google Scholar
[12] Taitsman, J. P., “Tensile strength of wire-reinforced bone cement and twisted stainless-steel wire,” The Journal of Bone & Joint Surgery, vol. 59, 1977.Google Scholar
[13] Brochu, A. B. W., et al. ., “Self-healing biomaterials,” Journal of Biomedical Materials Research Part A, vol. 96A, pp. 492–506, 2011.Google Scholar
[14] White, S. R., et al. ., “Autonomic healing of polymer composites,” Nature, vol. 409, pp. 794–797, 2001.Google Scholar
[15] Sottos, N., et al. ., “Introduction: self-healing polymers and composites,” Journal of The Royal Society Interface, vol. 4, pp. 347–348, April 22, 2007 2007.Google Scholar
[16] Risch Sara, J., “Encapsulation: Overview of Uses and Techniques,” in Encapsulation and Controlled Release of Food Ingredients. vol. 590, ed: American Chemical Society, 1995, pp. 2–7.Google Scholar
[17] Deasy, P. B., “Microencapsulation and related drug processes,” vol. 20, 1984.Google Scholar
[18] Luo, W.-j., et al. ., “Microencapsulation of decabromodiphenyl ether by in situ polymerization: Preparation and characterization,” Polymer Degradation and Stability, vol. 92, pp. 1359–1364, 2007.Google Scholar
[19] Yuan, Y. C., “preparation and characterization of microencapsulated polythiol,” Polymer, vol. 49, 2008.Google Scholar
[20] Kessler, M. R., “Self-healing: A new paradigm in materials design,” Proceedings of the Institution of Mechanical Engineers, Part G: Journal of Aerospace Engineering, vol. 221, pp. 479–495, April 1, 2007 2007.Google Scholar
[21] Touitou, E.. (1999). Novel cosmetic delivery systems.Google Scholar
[22] A. S. P. G. A Ramanathan, L. S, “Synthesis and characterization of polyurethane microspheres “ Pure and applied chemistry, 1998.Google Scholar
[23] Iskakov, R., et al. ., “Preparation and release profiles of cyclophosphamide from segmented polyurethanes,” Journal of Applied Polymer Science, vol. 75, pp. 35–43, 2000.Google Scholar
[24] Min, B. M., et al. ., “Electrospinning of silk fibroin nanofibers and its effect on the adhesion and spreading of normal human keratinocytes and fibroblasts in vitro,” Biomaterials, vol. 25, pp. 1289–1297, 2004.Google Scholar
[25] Bouchemal, K., et al. ., “Synthesis and characterization of polyurethane and poly(ether urethane) nanocapsules using a new technique of interfacial polycondensation combined to spontaneous emulsification,” International Journal of Pharmaceutics, vol. 269, pp. 89–100, 2004.Google Scholar
[26] Hong, K. and Park, S., “Preparation of polyurethane microcapsules with different soft segments and their characteristics,” Reactive and Functional Polymers, vol. 42, pp. 193–200, 1999.Google Scholar
[27] Su, J.-F., et al. ., “Preparation and characterization of polyurethane microcapsules containing n-octadecane with styrene-maleic anhydride as a surfactant by interfacial polycondensation,” Journal of Applied Polymer Science, vol. 102, pp. 4996–5006, 2006.Google Scholar
[28] Lan, X.-Z., et al. ., “Microencapsulation of n-Eicosane as Energy Storage Material,” Chinese Journal of Chemistry, vol. 22, pp. 411–414, 2004.Google Scholar
[29] Li, Y. and Cai, Z., “Microencapsulation and application of fluorine-free water repellent agent-AH102,” Journal of Applied Polymer Science, vol. 119, pp. 330–335, 2011.Google Scholar
[30] Dossi, M., et al. ., “Synthesis of Poly(Alkyl Cyanoacrylates) as Biodegradable Polymers for Drug Delivery Applications,” Macromolecular Symposia, vol. 289, pp. 124–128, 2010.Google Scholar
[31] Yang, J., et al. ., “Microencapsulation of Isocyanates for Self-Healing Polymers,” Macromolecules, vol. 41, pp. 9650–9655, 2008/12/23 2008.Google Scholar