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An anchoring strategy for photoswitchable biosensor technology: azobenzene-modified SAMs on Si(111)

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Abstract

A mild and efficient procedure has been developed to obtain covalently attached self-assembled monolayers (SAMs) on Si(111) with photochromic azobenzene head-groups. Starting from neat or diluted carboxylic acid functionalized monolayers on-chip coupling reactions were applied to attach hydroxyl-functionalized azobenzene units to the SAMs by ester bond formation. The modified surfaces were characterized by high-resolution X-ray photoelectron spectroscopy (XPS), transmission Fourier transform infrared spectroscopy (FT-IR), and contact angle measurements. Reversible cis trans isomerizations of photoswitchable SAMs were monitored by wettability measurements.

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References

  1. D.K. Aswal, S. Lenfant, D. Guerin, J.V. Yakhmi, D. Vuillaume, Anal. Chim. Acta 568, 84 (2006)

    Article  Google Scholar 

  2. J.C. Love, L.A. Estroff, J.K. Kriebel, R.G. Nuzzo, G.M. Whitesides, Chem. Rev. 105, 1103 (2005)

    Article  Google Scholar 

  3. F. Luderer, U. Walschus, Top. Curr. Chem. 260, 37 (2005)

    Article  Google Scholar 

  4. J.J. Gooding, G.C. King, J. Mater. Chem. 15, 4876 (2005)

    Article  Google Scholar 

  5. A.B. Sieval, R. Linke, H. Zuilhof, E.J.R. Sudhölter, Adv. Mater. 12, 1457 (2000)

    Article  Google Scholar 

  6. D.D.M. Wayner, R.A. Wolkow, J. Chem. Soc., Perkin Trans. 2, 23 (2002)

    Google Scholar 

  7. J.M. Buriak, Chem. Rev. 102, 1271 (2002)

    Article  Google Scholar 

  8. R. Boukherroub, D.D.M. Wayner, J. Am. Chem. Soc. 121, 11513 (1999)

    Article  Google Scholar 

  9. R. Voicu, R. Boukherroub, V. Bartzoka, T. Ward, J.T.C. Wojtyk, D.D.M. Wayner, Langmuir 20, 11713 (2004)

    Article  Google Scholar 

  10. T. Strother, W. Cai, X. Zhao, R.J. Hamers, L.M. Smith, J. Am. Chem. Soc. 122, 1205 (2000)

    Article  Google Scholar 

  11. Z. Lin, T. Strother, W. Cai, X. Cao, L.M. Smith, R.J. Hamers, Langmuir 18, 788 (2002)

    Article  Google Scholar 

  12. W. Liao, F. Wei, M.X. Qian, X.S. Zhao, Sens. Actuators B 101, 361 (2004)

    Article  Google Scholar 

  13. Y. Coffinier, C. Olivier, A. Perzyna, B. Grandidier, X. Wallart, J.-O. Durand, O. Melnyk, D. Stievenard, Langmuir 21, 1489 (2005)

    Article  Google Scholar 

  14. A. Pike, B. Horrocks, B. Connolly, A. Houlton, Aust. J. Chem. 55, 191 (2002)

    Article  Google Scholar 

  15. T. Böcking, M. James, H.G.L. Coster, T.C. Chilcott, K.D. Barrow, Langmuir 20, 9227 (2004)

    Article  Google Scholar 

  16. T. Böcking, K.A. Kilian, T. Hanley, S. Ilyas, K. Gaus, M. Gal, J.J. Gooding, Langmuir 21, 10522 (2005)

    Article  Google Scholar 

  17. T. Böcking, K.A. Kilian, K. Gaus, J.J. Gooding, Langmuir 22, 3494 (2006)

    Article  Google Scholar 

  18. I. Willner, S. Rubin, Angew. Chem. Int. Ed. 35, 367 (1996)

    Article  Google Scholar 

  19. T. Cordes, B. Heinz, N. Regner, C. Hoppmann, T.E. Schrader, W. Summerer, K. Rück-Braun, W. Zinth, Chem. Phys. Chem. 8, 1713 (2007)

    Article  Google Scholar 

  20. B. Heinz, S. Malkmus, S. Laimgruber, S. Dietrich, C. Schulz, K. Rück-Braun, M. Braun, W. Zinth, P. Gilch, J. Am. Chem. Soc. 129, 8577 (2007)

    Article  Google Scholar 

  21. T. Cordes, D. Weinrich, S. Kempa, K. Riesselmann, S. Herre, C. Hoppmann, K. Rück-Braun, W. Zinth, Chem. Phys. Lett. 428, 167 (2006)

    Article  ADS  Google Scholar 

  22. Z. Sekkat, W. Knoll, Photoreactive Organic Thin Films (Academic Press, San Diego, 2002)

    Google Scholar 

  23. L.M. Siewierski, W.J. Brittain, S. Petrash, M.D. Foster, Langmuir 12, 5838 (1996)

    Article  Google Scholar 

  24. F. Hamelmann, U. Heinzmann, U. Siemeling, F. Bretthauer, J. Vor der Brüggen, Appl. Surf. Sci. 222, 1 (2004)

    Article  ADS  Google Scholar 

  25. N. Delorme, J.-F. Bardeau, A. Bulou, F. Poncin-Epaillard, Langmuir 21, 12278 (2005)

    Article  Google Scholar 

  26. Y. Wen, Y. Wenhui, L. Meng, M. Feng, G. Jiang, W. Yuan, Y. Zhang, H. Gao, L. Jiang, Y. Song, J. Phys. Chem. B 109, 14465 (2005)

    Article  Google Scholar 

  27. S.D. Evans, S.R. Johnson, H. Ringsdorf, L.M. Williams, H. Wolf, Langmuir 14, 6436 (1998)

    Article  Google Scholar 

  28. J. Auenheimer, C. Dahmen, U. Hersel, A. Bausch, H. Kessler, J. Am. Chem. Soc. 127, 16107 (2005)

    Article  Google Scholar 

  29. B. Priewisch, K. Rück-Braun, J. Org. Chem. 70, 2350 (2005)

    Article  Google Scholar 

  30. P. Allongue, C. Henry de Villeneuve, S. Morin, R. Boukherroub, D.D.M. Wayner, Electrochim. Acta 45, 4591 (2000)

    Article  Google Scholar 

  31. D.A. Shirley, Phys. Rev. B 5, 4709 (1972)

    Article  ADS  Google Scholar 

  32. M.R. Linford, P. Fenter, P.M. Eisenberger, C.E.D. Chidsey, J. Am. Chem. Soc. 117, 3145 (1995)

    Article  Google Scholar 

  33. A.B. Sieval, V. Vleeming, H. Zuilhof, E.J.R. Sudhölter, Langmuir 15, 8288 (1999)

    Article  Google Scholar 

  34. Y.-J. Liu, N.M. Navasero, H.-Z. Yu, Langmuir 20, 4039 (2004)

    Article  Google Scholar 

  35. Q.-Y. Sun, L.C.P.M. de Smet, B. van Langen, M. Giesbers, P.C. Thuene, J. van Engelenburg, F.A. de Wolf, H. Zuilhof, E.J.R. Sudhölter, J. Am. Chem. Soc. 127, 2514 (2005)

    Article  Google Scholar 

  36. A. Faucheux, A.C. Gouget-Laemmel, C. Henry de Villeneuve, R. Boukherroub, F. Ozanam, P. Allongue, J.-N. Chazalviel, Langmuir 22, 153 (2006)

    Article  Google Scholar 

  37. S. Dreiner, M. Schürmann, C. Westphal, H. Zacharias, Phys. Rev. Lett. 86, 4068 (2001)

    Article  ADS  Google Scholar 

  38. F. Tao, Z.H. Wang, X.F. Chen, G.Q. Xu, Phys. Rev. B 65, 115311 (2002)

    Article  ADS  Google Scholar 

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Correspondence to K. Rück-Braun.

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Dedicated with respect and compliments to Professor Helmut Schwarz on the occasion of his 65th birthday.

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Dietrich, P., Michalik, F., Schmidt, R. et al. An anchoring strategy for photoswitchable biosensor technology: azobenzene-modified SAMs on Si(111). Appl. Phys. A 93, 285–292 (2008). https://doi.org/10.1007/s00339-008-4828-0

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