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Oxidation in Prosthetic UHMWPE

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UHMWPE Biomaterials for Joint Implants

Part of the book series: Springer Series in Biomaterials Science and Engineering ((SSBSE,volume 13))

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Abstract

In this chapter, we will consider the oxidation process involved in high-energy radiation sterilization of UHMWPE, as generally used in the field of orthopedics. The macroradicals produced during irradiation, their stability in various morphological phases, and their reactivity with chain imperfections, as well as the effect of oxygen and additives in the cyclic radical process, will be discussed. Particular attention will be paid to the oxidation process.

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References

  1. Li S (1998) In: Callaghan JJ, Rosenber A, Rubash HE (eds) Polyethylene. The Adult Hip Lippincott-Raven Publishers, Philadelphia, pp 105–122

    Google Scholar 

  2. Ohnishi S, Sugimoto S, Nitta I (1963) Electron spin resonance study of radiation oxidation of polymers. IIIA. Results for polyethylene and some general remarks. J Polym Sci Part A Polym Chem 1:605–623

    CAS  Google Scholar 

  3. Nusbam HJ, Rose RM (1979) The effects of radiation sterilisation on the properties of UHMWPE. J Biomed Mater Res 13:557–576

    Article  Google Scholar 

  4. Costa L, Luda MP, Trossarelli L, Brach del Prever EM, Crova M, Gallinaro P (1998) Oxidation in orthopaedic UHMWPE sterilized by gamma-radiation and ethylene oxide. Biomaterials 19:659–668

    Article  CAS  Google Scholar 

  5. Costa L, Bracco P, Brach del Prever E, Luda MP, Trossarelli L (2001) Analysis of products diffused in UHMWPE prosthesis components in vivo. Biomaterials 22:307–315

    Article  CAS  Google Scholar 

  6. https://www.celanese.com/engineered-materials/products/GUR-UHMW-PE/What-is-UHMW-PE.aspx

  7. www.UHMWPE.org

  8. http://www.orthoplastics.com/

  9. http://www.quadrantplastics.com/eu-en/products/meditech-R-life-science-grades/implantable-polymers.html

  10. Carpentieri I et al (2011) Post-irradiation oxidation of different polyethylenes. Polym Degrad Stab 96:624–629

    Article  CAS  Google Scholar 

  11. Peacock AJ (2000) Chapter 4: Morphology and crystallization of polyethylene. In: Handbook of polyethylene. Structures, properties and applications, 67th edn. Marcel Dekker, New York

    Chapter  Google Scholar 

  12. Barron D, Birkinshaw C (2008) Ultra-high molecular weight polyethylene – evidence for a three-phase morphology. Polymer 49(13–14):3111–3115

    Article  CAS  Google Scholar 

  13. Michaels AS, Bixler HJ (1961) Solubility of gases in polyethylene. J Polym Sci 50:393–412

    Article  CAS  Google Scholar 

  14. Pauly S (1999) Permeability and diffusion data. In: Brandrup J, Immergut EH, Grulke EA (eds) Polymer handbook IV ed. Wiley, New York, p IV/545

    Google Scholar 

  15. Billingham NC (1990) Physical phenomena in the oxidation and stabilisation of polymers. In: Pospisil J, Klemchuck PP (eds) Oxidation inhibition in organic materials. CRC Press, Boca Raton, pp 249–298

    Google Scholar 

  16. Bracco P, Brach del Prever EM, Cannas M, Luda MP, Costa L (2006) Oxidation behaviour in prosthetic UHMWPE components sterilised with high energy radiation in a low oxygen environment. Polym Degr Stab 91:2030–2036

    Article  CAS  Google Scholar 

  17. Bracco P, Brunella V, Luda MP, Brach del Prever EM, Zanetti L, Costa L (2006) Oxidation behaviour in prosthetic UHMWPE components sterilised with high energy radiation in the presence of oxygen. Polym Degr Stab 91:3057–3064

    Article  CAS  Google Scholar 

  18. Dole M (ed) (1972) The irradiation chemistry of macromolecules, Vol I. Academic, New York

    Google Scholar 

  19. Dole M (ed) (1973) The irradiation chemistry of macromolecules, Vol II. Academic, New York

    Google Scholar 

  20. Makhlis FA (ed) (1975) Radiation physics and chemistry of polymers. Willey, New York

    Google Scholar 

  21. Pospisil J, Klemchuck PP (eds) (1990) Oxidation inhibition in organic materials, vol II. CRC Press, Boca Raton

    Google Scholar 

  22. Clegg D, Collyer A (eds) (1991) Irradiation effects on polymers. Elsevier Applied Science, New York

    Google Scholar 

  23. Ranby B, Rabek JF (eds) (1977) ESR spectroscopy in polymer research. Springer, Berlin

    Google Scholar 

  24. Ivanov VS (ed) (1992) Radiation chemistry of polymers. VSP Utrech, Utrech

    Google Scholar 

  25. Woods RJ, Pikaev AK (eds) (1994) Applied radiation chemistry. Radiation processing. Wiley, New York

    Google Scholar 

  26. Carlsson DJ, Chmela S (1990) Polymer and high-energy irradiation: degradation and stabilisation. In: Scott G (ed) Mechanism of polymer. Degradation and stabilisation. Elsevier Applied Science, London, pp 109–134

    Chapter  Google Scholar 

  27. Carlsson DJ (1993) Degradation and stabilisation of polymers subjected to high energy radiation. In: Scott G (ed) Atmospheric oxidation and antioxidants. Elsevier, Amsterdam, pp 495–528

    Chapter  Google Scholar 

  28. Harrison N (1991) Radiation sterilisation and food packaging. In: Clegg D, Collyer A (eds) Irradiation effects on polymers. Elsevier Applied Science, New York, pp 319–344

    Google Scholar 

  29. Halls NA (1991) Gamma-irradiation processing. In: Clegg D, Collyer A (eds) Irradiation effects on polymers. Elsevier Applied Science, New York, pp 253–296

    Google Scholar 

  30. Decker C, Mayo FR, Richardson H (1973) Aging and degradation of polyolefins. III. Polyethylene and ethylene–propylene copolymers. J Polym Sci, Polym Chem Ed 11:2879–2898

    Article  CAS  Google Scholar 

  31. Mallego LJ, Carlsson DJ, Deschenes L (2001) Post-γ-irradiation reactions in vitamin E stabilised and unstabilised HDPE. Nuclear Instr Method Phys Res B 185:283–297

    Article  Google Scholar 

  32. Lacoste J, Carlsson DJ (1992) Gamma-, photo-, and thermally-initiated oxidation of linear low density polyethylene: a quantitative comparison of oxidation products. J Polym Sci A Polym Chem 30(3):493–500

    Article  CAS  Google Scholar 

  33. Mallégol J, Carlsson DJ, Deschenes L (2001) Antioxidant effectiveness of vitamin E in UHPDPE and tetradecane at 32°C. Polym Degrad Stab 73:269–280

    Article  Google Scholar 

  34. Costa L, Carpentieri I, Bracco P (2008) Post electron-beam irradiation oxidation of orthopaedic UHMWPE. Polym Degrad Stab 93:1695–1703

    Article  CAS  Google Scholar 

  35. Wen WY, Johnson DR, Dole M (1974) Radiation chemistry of polyethylene XII. Alkyl radical decay kinetics in single crystalline and extended-chain samples of linear polyethylene. Macromolecules 7:199–204

    Article  CAS  Google Scholar 

  36. Williams TF, Dole M (1958) Irradiation of polyethylene. III. Influence of temperature and phase physical and inorganic chemistry. J Am Chem Soc 81:2919–2926

    Article  Google Scholar 

  37. Waterman DC, Dole M (1970) The radiation chemistry of polyethylene. X kinetics of the conversion of alkyl to ally free radicals. J Phys Chem 74:1913–1922

    Article  CAS  Google Scholar 

  38. Patel VM et al (1978) Radiation chemistry of polyethylene. XIV Allyl radical decay kinetic in different type of polyethylene. J Poly Sci Polym Phys Ed 16:467–458

    Article  CAS  Google Scholar 

  39. Igarashi M (1983) Free-radical identification by ESR in polyethylene and nylon. J Polym Sci Part A-1, Polym Chem 21:2405–2425

    Article  CAS  Google Scholar 

  40. Costa L, Bracco P (2016) Mechanism of crosslinking and oxidative degradation and antioxidant stabilization of UHMWPE. In: Kurtz S (ed) UHMWPE biomaterials handbook, 3rd edn. Elsevier, Amsterdam, pp 467–487

    Chapter  Google Scholar 

  41. Brunella V, Paganini MC (2011) Electron beam radiation effects on UHMWPE: an EPR study. Magn Reson Chem 49:562–569

    Article  CAS  Google Scholar 

  42. Paganini MC, Brunella V, Chiesa M (2012) HYSCORE and Davies ENDOR study of irradiated ultra high molecular weight polyethylene. Magn Reson Chem 50:615–619

    Article  CAS  Google Scholar 

  43. Nara S, Shimada S, Kashiwabara H, Sohma J (1968) Relation of the decay of free radicals in irradiated polyethylene to the molecular motion of the polymer and the configurations of the free radicals. J Polym Sci Part A-2 6:1435–1449

    Article  CAS  Google Scholar 

  44. Butiagin PJ (1972) The decay of free radicals in polymer media. Pure Appl Chem 30:57–65

    Article  Google Scholar 

  45. Grillee D, Ingold KU (1976) Persistent carbon-center radicals. Acc Chem Res 9:13–19

    Article  Google Scholar 

  46. Sohma J (1983) Radical migration as an elementary process in degradation. Pure Appl Chem 55:1595–1961

    Article  CAS  Google Scholar 

  47. Hicks RG (2007) What’s new in stable radical chemistry? Org Biomol Chem 5:1321–1338

    Article  CAS  Google Scholar 

  48. Brustolon M, Giamello E (2009) Electron paramagnetic resonance. A practitioner’s toolkit. Wiley, Hoboken

    Book  Google Scholar 

  49. Jones RA (1998) A note on H-atom transfer and alkyl radical migration in polyethylene crystallites: MNDO saddle-point energies in a model n-heptane crystal. Radiat Phys Chem 53:19–23

    Article  CAS  Google Scholar 

  50. Waite TR (1958) General theory of bimolecular reaction rates in solids and liquids. J Chem Phys 28:103–109

    Article  CAS  Google Scholar 

  51. Williams F (1972) Early process in radiation chemistry and the reaction of intermediates. In: Dole M (ed) The irradiation chemistry of macromolecules. Vol I. Academic, New York, pp 21–29

    Google Scholar 

  52. Dole M, Böhm GGA, Waterman DC (1969) Mechanism and kinetics of radical reactions in polymers. Eur Polym J 5(Supp):93–104

    Article  Google Scholar 

  53. Gray HB, Winkler JR (2003) Electron tunneling through proteins. Q Rev Biophys 36:341–372

    Article  CAS  Google Scholar 

  54. Lazar M, Rychly J, Klimo V, Pelikan P, Valko L (1989) Free radicals in chemistry and biology, Chapter 3. CRC Press, Boca Raton, p 51

    Google Scholar 

  55. Winslow FH, Hellman MU, Matreyek W, Stills SM (1966) Autoxidation of semicrystalline polyethylene. Polym Eng Sci 6:273–278

    Article  CAS  Google Scholar 

  56. Gryn’ova G, Hodgson JL, Coote ML (2011) Revising the mechanism of polymer autooxidation. Org Biomol Chem 9:480–490

    Article  Google Scholar 

  57. Ingold KU (1969) Peroxy radicals. Acc Chem Res 2:1–9

    Article  CAS  Google Scholar 

  58. Carlsson DJ, Bazan G, Chmela S, Wiles DM, Russell KE (1987) Oxidation of solid polyethylene films: effects of backbone branching. Polym Degrad Stabil 19:195–292

    Article  CAS  Google Scholar 

  59. Chien J (1968) Polymer reactions. II. Thermal decomposition of polyethylene Hydroperoxides. J Poly Sci Part A 6:375–379

    Article  CAS  Google Scholar 

  60. Alam T:M, Celina M, Assink RA, Clough RL, Gillen KT (2001)17O NMR investigation of oxidative degradation in polymers under γ-irradiation. Radiat Phys Chem 60:121–127

    Article  CAS  Google Scholar 

  61. Kasser MJ, Silverman J, Al-Sheikhly M (2010) EPR simulation of Polyenyl radicals in ultrahigh molecular weight polyethylene. Macromolecules 43:8862–8867

    Article  CAS  Google Scholar 

  62. Wypych G (2015) Handbook of UV degradation and stabilization, 2nd edn. Chem Tec Publishing, Toronto

    Google Scholar 

  63. Hartley GH, Guillet JE (1968) Photochemistry of ketone polymers. I. Studies of ethylene-carbon Monoxide copolymers. Macromolecules 1:165

    Article  CAS  Google Scholar 

  64. Lacoste J, Carlsson DJ, Falicki S, Wiles DM (1991) Polyethylene hydroperoxide decomposition products. Polym Degrad Stab 34:309–325

    Article  CAS  Google Scholar 

  65. Seguci T, Tamura N (1973) Mechanism of decay of alkyl radicals in irradiated polyethylene on exposure to air as studies by electron spin resonance. J Phys Chem 77:40–44

    Article  Google Scholar 

  66. Randall JC (1988) Carbon13 NMR gamma-irradiated polyethylene. In: Guven O (ed) Crosslinking and scission in polymers. Kluwer Academic Publishers, Dordrecht, pp 57–76

    Google Scholar 

  67. Perez E, Vanderhart DL (1983) A13C CP-MAS NMR study of irradiated polyethylene. J Polym Sci B Polym Phys 26:1979–1993

    Article  Google Scholar 

  68. Smedberg A, Hjertberg T, Gustafsson B (1997) Crosslinking reactions in an unsaturated low density polyethylene. Polymer 38:4127–4138

    Article  CAS  Google Scholar 

  69. Bracco P, Brunella V, Luda MP, Zanetti M, Costa L (2005) Radiation-induced crosslinking of UHMWPE in the presence of co-agents: chemical and mechanical characterization. Polymer 46:10648–10657

    Article  CAS  Google Scholar 

  70. Russel JA (1957) Deuterium-isotope effects in the autoxidation of alkyl hydrocarbon. Mechanism of the interaction of peroxy radicals. J Am Chem Soc 79:3871–3877

    Article  Google Scholar 

  71. Russell JA (1959) Fundamental process of autoxidation. J Chem Edu 36:111–118

    Article  CAS  Google Scholar 

  72. Bateman L, Morris AL (1953) The autoxidation of 2,6 dimethylhepta 2,5 diene. Trans Faraday Soc 49:1026–1032

    Article  CAS  Google Scholar 

  73. Alam TM, Celina M, Collier JP, Currier BH et al (2004) γ-irradiation of ultrahigh-molecular-weight polyethylene: electron paramagnetic resonance and nuclear magnetic resonance spectroscopy and imaging studies of the mechanism of subsurface oxidation. J Polym Sci A Polym Chem 42:5929–5941

    Article  CAS  Google Scholar 

  74. Onishi S, Sugimoto S, Nitta I (1963) Electron spin resonance study of radiation oxidation of polymer. IIIA. Results for polyethylene and some general remarks. J Polym Sci Part A 1:605–623

    Google Scholar 

  75. Niki E, Decker C, Mayo FR (1973) Aging and degradation of polyolefins. I. Peroxide-initiated Oxidations of Atactic Polypropylene. J Polym Sci Polym Chem Ed 11:2813–2845

    Article  CAS  Google Scholar 

  76. Sanchez J, Myers TN (2000) Peroxides and peroxide compounds, organic peroxides. Kirk-Othmer encyclopedia of chemical technology. Wiley, New York, pp 1230–1235

    Google Scholar 

  77. Costa L, Luda MP, Trossarelli L (1997) Ultra high molecular weight polyethylene: I. Mechano-oxidative degradation. Polym Degrad Stab 55:329–338

    Article  CAS  Google Scholar 

  78. Klemchuk PP (1993) Protecting polymers against damage from gamma radiation. Radiat Phys Chem 41(1–2):165–172

    Article  CAS  Google Scholar 

  79. Breese KD, Lamèthe JF, DeArmitt C (2000) Improving synthetic hindered phenol antioxidants: learning from vitamin E. Polym Degrad Stab 70(1):89–96

    Article  CAS  Google Scholar 

  80. Bracco P, Brunella V, Zanetti M, Luda MP, Costa L (2007) Stabilisation of ultra-high molecular weight polyethylene with vitamin E. Polym Degrad Stab 92(12):2155–2162

    Article  CAS  Google Scholar 

  81. Costa L, Carpentieri I, Bracco P (2009) Post electron-beam irradiation oxidation of orthopaedic Ultra-High Molecular Weight Polyethylene (UHMWPE) stabilized with vitamin E. Polym Degrad Stab 94(9):1542–1547

    Article  CAS  Google Scholar 

  82. Badertscher RP, Lerf R, Delfosse D, Adlhart C (2012) Grafting of a-tocopherol upon γ-irradiation in UHMWPE probed by model hydrocarbons. Polym Degrad Stab 97(11):2255–2261

    Article  CAS  Google Scholar 

  83. Oral E, Neils AL, Rowell SL, Lozynsky AJ, Muratoglu OK (2013) Increasing irradiation temperature maximizes vitamin E grafting and wear resistance of ultrahigh molecular weight polyethylene. J Biomed Mater Res Part B 101:436–440

    Google Scholar 

  84. Shinde A, Salovey R (1985) Irradiation of ultrahigh-molecular-weight polyethylene. J Polym Sci A, Polym Phys 23(8):1681–1689

    Article  CAS  Google Scholar 

  85. Bolland JL (1949) Kinetics of olefin oxidation. Q Rev Chem Soc 3(1):1–21

    Article  CAS  Google Scholar 

  86. Matsuo H, Dole M (1959) Irradiation of polyethylene IV. Oxidation effects. J Phys Chem 63:837–842

    Article  CAS  Google Scholar 

  87. Costa L, Luda MP, Trossarelli L (1997) Ultra high molecular weight polyethylene – II. Thermal- and photo-oxidation. Polym Degrad Stab 58(1–2):41–54

    Article  CAS  Google Scholar 

  88. Designation: F 2003 – 02. Standard practice for accelerated aging of ultra-high molecular weight polyethylene after gamma irradiation in air

    Google Scholar 

  89. Petruj J, Marchal J (1980) Mechanism of ketone formation in the thermooxidation and radiolytic oxidation of low density polyethylene. Radiat Phys Chem 16:27–36

    CAS  Google Scholar 

  90. Carlsson DJ, Brousseau R, Zhang C, Wiles DM (1987) Polyolefin oxidation: quantification of alcohol and hydroperoxide products by nitric oxide reactions. Polym Degrad Stab 17(4):303–318

    Article  CAS  Google Scholar 

  91. Carlsson DJ, Brousseau R, Can Z, Wiles DM (1988) Identification of products from polyolefin oxidation by derivatization reactions. Chemical reactions on polymers. American Chemical Society, Washington, DC, pp 376–389

    Google Scholar 

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Authors and Affiliations

  1. Dipartimento di Biotecnologie Molecolari e Scienze per la Salute, University of Turin, Turin, Italy

    L. Costa

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  1. L. Costa
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Correspondence to L. Costa .

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Editors and Affiliations

  1. Ningbo Institute of Materials Technology & Engineering, Chinese Academy of Sciences, Ningbo, Zhejiang, China

    Jun Fu

  2. Tribology Research Institute, School of Mechanical Engineering, Southwest Jiaotong University, Chengdu, Sichuan, China

    Zhong-Min Jin

  3. Shanghai Key Laboratory of Orthopaedic Implants Department of Orthopaedic Surgery Shanghai Ninth People’s Hospital, Shanghai Jiaotong University School of Medicine, Shanghai, China

    Jin-Wu Wang

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Costa, L. (2019). Oxidation in Prosthetic UHMWPE. In: Fu, J., Jin, ZM., Wang, JW. (eds) UHMWPE Biomaterials for Joint Implants. Springer Series in Biomaterials Science and Engineering, vol 13. Springer, Singapore. https://doi.org/10.1007/978-981-13-6924-7_3

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