Directed, selective insertion of single molecules into patterned self-assembled monolayers of alkanethiols with different chain lengths

Organic and Biomolecular Chemistry

Volumn 2, Issue 3, 2004, Pages 296-300

  Li, Xue Mei ^a   Auletta, Tommaso ^a   Van Veggel, Frank C J M ^a,b   Huskens, Jurriaan ^a   Reinhoudt, David N ^a  

^a UNIVERSITY OF TWENTE   (Netherlands)

^b UNIVERSITY OF VICTORIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ANNEALING; HYDROCARBONS; MOLECULAR STRUCTURE; PARTICLE SIZE ANALYSIS; PROBES; SELF ASSEMBLY; SUBSTRATES; TRANSMISSION ELECTRON MICROSCOPY;

ALKANETHIOLS; MICROCONTACT PRINTING; PHOSPHINE; SELF ASSEMBLED MONOLAYERS;

MONOLAYERS;

INSERTION SEQUENCES;

EID: 1342303396     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b312422c     Document Type: Article

References (42)

1. A. Ulman, An Introduction to Ultrathin Organic Films, Academic Press, Boston, 1991.
2. N. A. Amro, S. Xu and G. Y. Liu, Langmuir, 2000, 16, 3006-3009.
3. R. Maoz, E. Frydman, S. R. Cohen and J. Sagiv, Adv. Mater., 2000, 12, 424-429.
4. S. H. Hang and C. A. Mirkin, Science, 2000, 288, 1808-1811.
5. X. M. Zhao, Y. N. Xia and G. M. Whitesides, J. Mater. Chem., 1997, 7, 1069-1074.
6. C. Joachim, J. Gimzewski and A. Aviram, Nature, 2001, 408, 541-548.
7. P. S. Peercy, Nature, 2000, 406, 1023-1026.
8. J. Chen, M. A. Reed, A. M. Rawlett and J. M. Tour, Science, 1999, 286, 1550-1552.
9. D. I. Gittins, D. Bethell, D. J. Schiffrin and R. J. Nichols, Nature, 2000, 408, 67-79.
10. C. P. Collier, G. Mattersteig, E. W. Wong, Y. Luo, K. Beverly, J. Sampaio, F. M. Raymo, J. F. Stoddart and J. R. Heath, Science, 2000, 289, 1172-1175.
11. Z. D. Cui, A. Primak, X. Zarate, J. Tomfohr, O. F. Sankey, A. L. Moore, D. Gudt, G. Harris and S. M. Lindsay, Science, 2001, 294, 571-574.
12. J. M. Tour, Acc. Chem. Res., 2000, 33, 791-804.
13. T. Vondrak, H. Wang, P. Winget, C. J. Cramer and X. Y. Zhu, J. Am. Chem. Soc., 2000, 122, 4700-4707.
14. R. S. Kane, S. Takayama, E. Ostuni, D. E. Ingber and G. M. Whitesides, Biomaterials, 1999, 20, 2363-2376.
15. B. A. Grzybowski, R. Haag, N. Bowden and G. M. Whitesides, Anal. Chem., 1998, 70, 4645-4652.
16. H. Anderson, C. Jonsson, C. Moberg and G. Stemme, Talanta, 2002, 56, 301-308.
17. Y. N. Xia and G. M. Whitesides, Angew. Chem., Int. Ed., 1998, 37, 551-575.
18. B. Michel, A. Bernard, A. Bietsch, E. Delamarche, M. Geissler, D. Juncker, H. Kind, J.-P. Renault, H. Rothuizen, H. Schmid, P. Schmidt-Winkel, R. Stutz and H. Wolf, IBM J. Res. Dev., 2001, 45, 697-719.
19. Y. N. Xia, X. M. Zhao and G. M. Whitesides, Microelectron. Eng., 1996, 32, 255-268.
20. S. Zhang, L. Yan, M. Altman, M. Lassle, H. Nugent, F. Frankel, D. A. Lauffenburger, G. M. Whitesides and A. Rich, Biomaterials, 1999, 20, 1213-1220.
21. R. D. Piner, J. Zhu, F. Xu, S. Hong and C. A. Mirkin, Science, 1999, 283, 661-663.
22. (a) L. M. Demers, D. S. Ginger, S. J. Park, Z. Li, S. W. Chung and C. A. Mirkin, Science, 2002, 296, 1836-1838
23. (b) H. Zhang, S. W. Chung and C. A. Mirkin, Nano Lett., 2003, 3, 43-45.
24. K. B. Lee, S. J. Park, C. A. Mirkin, J. C. Smith and M. Mrksich, Science, 2002, 295, 1702-1705.
25. G.-Y. Liu, S. Xu and Y. Qian, Acc. Chem. Res., 2000, 33, 457-466.
26. R. Maoz, E. Frydma, S. R. Cohen and J. Sagiv, Adv. Mater., 2000, 12, 725-731.
27. R. Maoz, S. R. Cohen and J. Sagiv, Adv. Mater., 1999, 9, 55-61.
28. C. M. Wijmans and E. Dickinson, Langmuir, 1999, 15, 8344-8348.
29. A. Friggeri, H. Schönherr, H.-J. van Manen, B.-H. Huisman, G. J. Vancso, J. Huskens, F. C. J. M. van Veggel and D. N. Reinhoudt, Langmuir, 2000, 16, 7757-7763.
30. A. Friggeri, H.-J. van Manen, T. Auletta, X.-M. Li, S. Zapotoczny, H. Schönherr, G. J. Vancso, J. Huskens, F. C. J. M. van Veggel and D. N. Reinhoudt, J. Am. Chem. Soc., 2001, 123, 6388-6395.
31. V. Paraschiv, S. Zapotoczny, M. R. de Jong, G. J. Vancso, J. Huskens and D. N. Reinhoudt, Adv. Mater., 2002, 14, 722-726.
32. R. Glass, M. Arnold, J. Blümmel, A. Küller, M. Möller and J. P. Spatz, Adv. Funct. Mater., 2003, 13, 569-575.
33. H.-J. van Manen, T. Auletta, B. Dordi, H. Schönherr, G. J. Vancso, F. C. J. M. van Veggel and D. N. Reinhoudt, Adv. Funct. Mater., 2002, 12, 811-818.
34. M. D. Porter, T. B. Bright, D. L. Allara and C. E. D. Chidsey, J. Am. Chem. Soc., 1987, 109, 3559-3568.
35. The phase difference AFM images depend on the operating conditions, for example, different setpoint and amplitude setpoint can result in different phase contrast.
36. Due to tip convolution, the width of the nanoparticles appeared in the range of 20 to 30 nm instead of the real size.
37. 18SH for shorter thiols during the immersion step directly after μCP, allowing the insertion of 1 and immobilization of 2 in the subsequent steps.
38. As reference experiments, to exclude any interference of physisorbed material, patterned substrates were submitted to TM-AFM imaging (not shown here) prior to the exposure to the dendrimer 3 solution. No nanosized structures could be observed in either area, except the granular texture of the substrates themselves.
39. The granularity of unannealed substrates does not allow the setting of a unique zero level as reference for section analysis. As a consequence both the average and standard deviation of the height values measured for 3 after insertion are higher than reported for similar structures prepared on annealed substrates.
40. H. Schönherr, Ph. D. Thesis, University of Twente, The Netherlands, 1999.
41. X.-M. Zhao, Y. Xia and G. M. Whitesides, J. Mater. Chem., 1997, 7, 1069-1074.
42. Y. Xia, X. Zhao, E. Kim and G. M. Whitesides, Chem. Mater., 1995, 7, 2332-2337.