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Covalent modification of graphitic carbon substrates by non-electrochemical methods

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Abstract

New methods for modifying graphitic carbon surfaces without electrochemical assistance, and without the deliberate formation of carbon surface oxygen functionalities, have emerged in the past decade. The approaches rely on spontaneous reactions of aryldiazonium salts, primary amines, ammonia and iodine azide at room temperature, chemical reduction of aryldiazonium salts, reactions of alkenes and alkynes at elevated temperatures and photochemical reactions of alkenes, alkynes, azides and diazirines. This review describes the methodology and scope of these reactions at graphitic carbon materials (excluding carbon nanotubes) and examines mechanistic possibilities and future prospects.

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References

  1. Coulon E, Pinson J, Bourzat JD, Commercon A, Pulicani JP (2001) Langmuir 17:7102

    Article  CAS  Google Scholar 

  2. Coulon E, Pinson J, Bourzat JD, Commercon A, Pulicani JP (2002) J Org Chem 67:8513

    Article  CAS  Google Scholar 

  3. Harnisch JA, Gazda DB, Anderegg JW, Porter MD (2001) Anal Chem 73:3954

    Article  CAS  Google Scholar 

  4. McCreery RL (1991) In: Bard AJ (ed) ) Electroanal Chem. vol. 17. Dekker, New York, p 221

    Google Scholar 

  5. Ranganathan S, McCreery RL (2001) Anal Chem 73:893

    Article  CAS  Google Scholar 

  6. Ranganathan S, Steidel I, Anariba F, McCreery RL (2001) Nano Letters 1:491

    Article  CAS  Google Scholar 

  7. McCreery R, Dieringer J, Solak AO, Snyder B, Nowak AM, McGovern WR, DuVall S (2003) J Am Chem Soc 125:10748

    Article  CAS  Google Scholar 

  8. McCreery RL (2004) Chem Mater 16:4477

    Article  CAS  Google Scholar 

  9. Jiang DE, Sumpter BG, Dai S (2006) J Phys Chem B 110:23628

    Article  CAS  Google Scholar 

  10. Allongue P, Delamar M, Desbat B, Fagebaume O, Hitmi R, Pinson J, Savéant J-M (1997) J Am Chem Soc 119:201

    Article  CAS  Google Scholar 

  11. Vase KH, Holm AH, Pedersen SU, Daasbjerg K (2005) Langmuir 21:8085

    Article  CAS  Google Scholar 

  12. Delamar M, Hitmi R, Pinson J, Savéant JM (1992) J Am Chem Soc 114:5883

    Article  CAS  Google Scholar 

  13. Delamar M, Desarmot G, Fagebaume O, Hitmi R, Pinson J, Savéant JM (1997) Carbon 35:801

    Article  CAS  Google Scholar 

  14. D’Amours M, Bélanger D (2003) J Phys Chem B 107:4811

    Article  CAS  Google Scholar 

  15. Brooksby PA, Downard AJ, Yu SSC (2005) Langmuir 21:11304

    Article  CAS  Google Scholar 

  16. Yu SSC, Downard AJ (2005) e- J Surf Sci Nanotech 3:294

    Article  CAS  Google Scholar 

  17. Barbier B, Pinson J, Desarmot G, Sanchez M (1990) J Electrochem Soc 137:1757

    Article  CAS  Google Scholar 

  18. Downard AJ (2000) Electroanalysis 12:1085

    Article  CAS  Google Scholar 

  19. Pinson J, Podvorica F (2005) Chem Soc Rev 34:429

    Article  CAS  Google Scholar 

  20. Vase KH, Holm AH, Norrman K, Pedersen SU, Daasbjerg K (2007) Langmuir 23:3786

    Article  CAS  Google Scholar 

  21. Deinhammer RS, Ho M, Anderegg JW, Porter MD (1994) Langmuir 10:1306

    Article  CAS  Google Scholar 

  22. Liu J, Dong S (2000) Electrochem Commun 2:707

    Article  CAS  Google Scholar 

  23. Adenier A, Chehimi MM, Gallardo I, Pinson J, Vila N (2004) Langmuir 20:8243

    Article  CAS  Google Scholar 

  24. Downard AJ, Tan ESQ, Yu SSC (2006) New J Chem 30:1283

    Article  CAS  Google Scholar 

  25. Andrieux CP, Gonzalez F, Savéant JM (1997) J Am Chem Soc 119:4292

    Article  CAS  Google Scholar 

  26. Kariuki JK, McDermott MT (2001) Langmuir 17:5947

    Article  CAS  Google Scholar 

  27. Anariba F, DuVall SH, McCreery RL (2003) Anal Chem 75:3837

    Article  CAS  Google Scholar 

  28. Brooksby PA, Downard AJ (2004) Langmuir 20:5038

    Article  CAS  Google Scholar 

  29. Mazur S, Matusinovic T, Cammann K (1977) J Am Chem Soc 99:3888

    Article  CAS  Google Scholar 

  30. Nowak R, Schultz FA, Umana M, Abruna H, Murray RW (1978) J Electroanal Chem 94:219

    Article  CAS  Google Scholar 

  31. Radovic LR, Bockrath B (2005) J Am Chem Soc 127:5917

    Article  CAS  Google Scholar 

  32. Andrieux CP, Pinson J (2003) J Am Chem Soc 125:14801

    Article  CAS  Google Scholar 

  33. Brooksby PA, Downard AJ (2005) J Phys Chem B 109:8791

    Article  CAS  Google Scholar 

  34. Doppelt P, Hallais G, Pinson J, Podvorica F, Verneyre S (2007) Chem Mater 19:4570

    Article  CAS  Google Scholar 

  35. Toupin M, Bélanger D (2007) J Phys Chem C 111:5394

    Article  CAS  Google Scholar 

  36. Yu SSC, Tan ESQ, Jane RT, Downard AJ (2007) Langmuir 23:11074

    Article  CAS  Google Scholar 

  37. Ray K, McCreery RL (1997) Anal Chem 69:4680

    Article  CAS  Google Scholar 

  38. Pandurangappa M, Lawrence NS, Compton RG (2002) Analyst 127:1568

    Article  CAS  Google Scholar 

  39. Kornblum N, Kelley AE, Cooper GD (1952) J Am Chem Soc 74:3074

    Article  CAS  Google Scholar 

  40. Leventis HC, Streeter I, Wildgoose GG, Lawrence NS, Jiang L, Jones TGJ, Compton RG (2004) Talanta 63:1039

    Article  CAS  Google Scholar 

  41. Wildgoose GG, Leventis HC, Davies IJ, Crossley A, Lawrence NS, Jiang L, Jones TGJ, Compton RG (2005) J Mater Chem 15:2375

    Article  CAS  Google Scholar 

  42. Masheter AT, Wildgoose GG, Crossley A, Jones JH, Compton RG (2007) J Mater Chem 17:3008

    Article  CAS  Google Scholar 

  43. Wang XQ, Liu R, Waje MM, Chen ZW, Yan YS, Bozhilov KN, Feng PY (2007) Chem Mater 19:2395

    Article  CAS  Google Scholar 

  44. Toupin M, Bélanger D (2008) Langmuir 24:1910

    Article  CAS  Google Scholar 

  45. Mevellec V, Roussel S, Tessier L, Chancolon J, Mayne-L’Hermite M, Deniau G, Viel P, Palacin S (2007) Chem Mater 19:6323

    Article  CAS  Google Scholar 

  46. Adenier A, Cabet-Deliry E, Chausse A, Griveau S, Mercier F, Pinson J, Vautrin-Ul C (2005) Chem Mater 17:491

    Article  CAS  Google Scholar 

  47. Combellas C, Kanoufi F, Pinson J, Podvorica FI (2005) Langmuir 21:280

    Article  CAS  Google Scholar 

  48. Bahr JL, Tour JM (2001) Chem Mater 13:3823

    Article  CAS  Google Scholar 

  49. Strano MS, Dyke CA, Usrey ML, Barone PW, Allen MJ, Shan HW, Kittrell C, Hauge RH, Tour JM, Smalley RE (2003) Science 301:1519

    Article  CAS  Google Scholar 

  50. Adenier A, Barre N, Cabet-Deliry E, Chausse A, Griveau S, Mercier F, Pinson J, Vautrin-Ul C (2006) Surf Sci 600:4801

    Article  CAS  Google Scholar 

  51. Garrett DJ, Lehr J, Miskelly GM, Downard AJ (2007) J Am Chem Soc 129:15456

    Article  CAS  Google Scholar 

  52. Li ZJ, Dai S (2005) Chem Mater 17:1717

    Article  CAS  Google Scholar 

  53. Li ZJ, Yan WF, Dai S (2005) Langmuir 21:11999

    Article  CAS  Google Scholar 

  54. Bourdelande JL, Gallardo I, Guirado G (2007) J Am Chem Soc 129:2817

    Article  CAS  Google Scholar 

  55. Gallardo I, Pinson J, Vila N (2006) J Phys Chem B 110:19521

    Article  CAS  Google Scholar 

  56. Buttry DA, Peng JCM, Donnet J-B, Rebouillat S (1999) Carbon 37:1929

    Article  CAS  Google Scholar 

  57. Cruickshank AC, Tan ESQ, Brooksby PA, Downard AJ (2007) Electrochem Commun 9:1456

    Article  CAS  Google Scholar 

  58. Downard AJ, Jackson SL, Tan ESQ (2005) Aust J Chem 58:275

    Article  CAS  Google Scholar 

  59. Anne A, Blanc B, Moiroux J, Savéant JM (1998) Langmuir 14:2368

    Article  CAS  Google Scholar 

  60. Oyama N, Brown AP, Anson FC (1978) J Electroanal Chem 87:435

    Article  CAS  Google Scholar 

  61. Anne A, Moiroux J (1999) Macromolecules 32:5829

    Article  CAS  Google Scholar 

  62. Vijaikanth V, Capon J-F, Gloaguen F, Schollhammer P, Talarmin J (2005) Electrochem Commun 7:427

    Article  CAS  Google Scholar 

  63. Ssenyange S, Anariba F, Bocian DF, McCreery RL (2005) Langmuir 21:11105

    Article  CAS  Google Scholar 

  64. Ababou-Girard S, Solal F, Fabre B, Alibart F, Godet C (2006) J Non-Cryst Solids 352:2011

    Article  CAS  Google Scholar 

  65. Ababou-Girard S, Sabbah H, Fabre B, Zellama K, Solal F, Godet C (2007) J Phys Chem C 111:3099

    Article  CAS  Google Scholar 

  66. Hovis JS, Coulter SK, Hamers RJ, D’Evelyn MP, Russell JN, Butler JE (2000) J Am Chem Soc 122:732

    Article  CAS  Google Scholar 

  67. Wang GT, Bent SF, Russell JN, Butler JE, D’Evelyn MP (2000) J Am Chem Soc 122:744

    Article  CAS  Google Scholar 

  68. Hartl A, Schmich E, Garrido JA, Hernando J, Catharino SCR, Walter S, Feulner P, Kromka A, Steinmuller D, Stutzmann M (2004) Nature Materials 3:736

    Article  Google Scholar 

  69. Buriak JM (2002) Chem Rev 102:1271

    Article  CAS  Google Scholar 

  70. Cicero RL, Chidsey CED, Lopinski GP, Wayner DDM, Wolkow RA (2002) Langmuir 18:305

    Article  CAS  Google Scholar 

  71. Lasseter TL, Cai W, Hamers RJ (2004) Analyst 129:3

    Article  CAS  Google Scholar 

  72. Sun B, Colavita PE, Kim H, Lockett M, Marcus MS, Smith LM, Hamers RJ (2006) Langmuir 22:9598

    Article  CAS  Google Scholar 

  73. Yu SSC, Downard AJ (2007) Langmuir 23:4662

    Article  CAS  Google Scholar 

  74. Chen QY, Swain GM (1998) Langmuir 14:7017

    Article  CAS  Google Scholar 

  75. DeClements R, Swain GM, Dallas T, Holtz MW, Herrick RD, Stickney JL (1996) Langmuir 12:6578

    Article  CAS  Google Scholar 

  76. Nichols BM, Butler JE, Russell JN, Hamers RJ (2005) J Phys Chem B 109:20938

    Article  CAS  Google Scholar 

  77. Nowall WB, Dontha N, Kuhr WG (1998) Biosens Bioelectron 13:1237

    Article  CAS  Google Scholar 

  78. Dontha N, Nowall WB, Kuhr WG (1997) Anal Chem 69:2619

    Article  CAS  Google Scholar 

  79. Brooks SA, Dontha N, Davis CB, Stuart JK, O’Neill G, Kuhr WG (2000) Anal Chem 72:3253

    Article  CAS  Google Scholar 

  80. Brooks SA, Ambrose WP, Kuhr WG (1999) Anal Chem 71:2558

    Article  CAS  Google Scholar 

  81. Wilde LM, Farace G, Roberts CJ, Davies MC, Sanders GHW, Tendler SJB, Williams PM (2001) Analyst 126:195

    Article  CAS  Google Scholar 

  82. Devadoss A, Chidsey CED (2007) J Am Chem Soc 129:5370

    Article  CAS  Google Scholar 

  83. Downard AJ, Garrett DJ, Tan ESQ (2006) Langmuir 22:10739

    Article  CAS  Google Scholar 

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Acknowledgements

The authors thank the France-New Zealand Dumont d’Urville exchange programme for financial assistance. AJD thanks Peter J. Steel for assistance with preparation of the manuscript.

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Authors and Affiliations

  1. Sciences Chimiques de Rennes, UMR CNRS-Université de Rennes 1 N° 6226, Equipe MaCSE, Campus de Beaulieu, Bât 10C, 35042, Rennes, France

    Frédéric Barrière

  2. MacDiarmid Institute for Advanced Materials and Nanotechnology, Department of Chemistry, University of Canterbury, Private Bag 4800, Christchurch, New Zealand

    Alison J. Downard

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  1. Frédéric Barrière
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  2. Alison J. Downard
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Correspondence to Alison J. Downard.

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Barrière, F., Downard, A.J. Covalent modification of graphitic carbon substrates by non-electrochemical methods. J Solid State Electrochem 12, 1231–1244 (2008). https://doi.org/10.1007/s10008-008-0526-2

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  • DOI: https://doi.org/10.1007/s10008-008-0526-2

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