Fabrication of multilayer assemblies based on a boronate-terminated self-assembled monolayer

Langmuir

Volumn 14, Issue 9, 1998, Pages 2372-2377

  Kato, Shinji ^a   Pac, Chyongjin ^a  

^a KAWAMURA INSTITUTE OF CHEMICAL RESEARCH   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ELLIPSOMETRY; HYDROLYSIS; INTERFACES (MATERIALS); MONOLAYERS; REACTION KINETICS; SILICON WAFERS; THICKNESS MEASUREMENT; TOLUENE;

BORONATE; SELF ASSEMBLED MONOLAYERS;

MULTILAYERS;

EID: 0032048948     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la971215y     Document Type: Article

References (50)

1. (a) Ulman, A. Adv. Mater. 1990, 2, 573.
2. (b) Brzoska, J. B.; Ben Azouz, I.; Rondelez, F. Langmuir 1994, 10, 4367.
3. (c) Ulman, A. Chem. Rev. 1996, 96, 1533.
4. (a) Whitesides, G. M.; Laibinis, P. E. Langmuir 1990, 6, 87.
5. (b) Dubois, L. H.; Nuzzo, R. G. Annu. Rev. Phys. Chem. 1992, 43, 437.
6. (a) Ulman, A. An Introduction to Ultrathin Organic Films from Langmuir-Blodgett to Self-Assembly; Academic Press: San Diego, CA, 1991.
7. (b) Tredgold, R. H. Order in Thin Organic Films; Cambridge University Press: New York, 1994.
8. For example, see: (a) Wollman, E. W.; Kang, D.; Frisbie, C. D.; Lorkovic, I. M.; Wrighton, M. S. J. Am. Chem. Soc. 1994, 116, 4395. (b) Motesharei, K.; Myles, D. C. J. Am. Chem. Soc. 1994, 116, 7413. (c) Lander, L. M.; Brittain, W. J.; DePalma, V. A.; Girolmo, S. R. Chem. Mater. 1995, 7, 1437.
9. For example, see: (a) Wollman, E. W.; Kang, D.; Frisbie, C. D.; Lorkovic, I. M.; Wrighton, M. S. J. Am. Chem. Soc. 1994, 116, 4395. (b) Motesharei, K.; Myles, D. C. J. Am. Chem. Soc. 1994, 116, 7413. (c) Lander, L. M.; Brittain, W. J.; DePalma, V. A.; Girolmo, S. R. Chem. Mater. 1995, 7, 1437.
10. For example, see: (a) Wollman, E. W.; Kang, D.; Frisbie, C. D.; Lorkovic, I. M.; Wrighton, M. S. J. Am. Chem. Soc. 1994, 116, 4395. (b) Motesharei, K.; Myles, D. C. J. Am. Chem. Soc. 1994, 116, 7413. (c) Lander, L. M.; Brittain, W. J.; DePalma, V. A.; Girolmo, S. R. Chem. Mater. 1995, 7, 1437.
11. For example, see: (a) Hickman, J. J.; Laibinis, P. E.; Auerbach, D. L; Zou, C.; Gardner, T. J.; Whitesides, G. M.; Wrighton, M. S. Langmuir 1992, 8, 357. (b) Zhang, L.; Lu, T.; Gokel, G. W.; Kaifer, A. E. Langmuir 1993, 9, 786. (c) Yip, C. M.; Ward, M. D. Langmuir 1994, 10, 549.
12. For example, see: (a) Hickman, J. J.; Laibinis, P. E.; Auerbach, D. L; Zou, C.; Gardner, T. J.; Whitesides, G. M.; Wrighton, M. S. Langmuir 1992, 8, 357. (b) Zhang, L.; Lu, T.; Gokel, G. W.; Kaifer, A. E. Langmuir 1993, 9, 786. (c) Yip, C. M.; Ward, M. D. Langmuir 1994, 10, 549.
13. For example, see: (a) Hickman, J. J.; Laibinis, P. E.; Auerbach, D. L; Zou, C.; Gardner, T. J.; Whitesides, G. M.; Wrighton, M. S. Langmuir 1992, 8, 357. (b) Zhang, L.; Lu, T.; Gokel, G. W.; Kaifer, A. E. Langmuir 1993, 9, 786. (c) Yip, C. M.; Ward, M. D. Langmuir 1994, 10, 549.
14. (a) Yitzchaik, S.; Marks, T. J. Ace. Chem. Res. 1996, 29, 197.
15. (b) Lin, W.; Lin, W.; Wong, G. K.; Marks, T. J. J. Am. Chem. Soc. 1996, 118, 8034.
16. (c) Roscoe, S. B.; Yitzchaik, S.; Kakkar, A. K.; Marks, T. J.; Xu, Z.; Zhang, T.; Lin, W.; Wong, G. K. Langmuir 1996, 12, 5338.
17. (d) Lin, W.; Lee, T.-L.; Lyman, P. F.; Lee, J.; Bedzyk, M. J.; Marks, T. J. J. Am. Chem. Soc. 1997, 119, 2205.
18. (a) Katz, H. E.; Bent, S. F.; Wilson, W. L.; Schilling, M. L.; Ungashe, S. B. J. Am. Chem. Soc. 1994, 116, 6631.
19. (b) Katz, H. E.; Wilson, W. L.; Scheller, G. J. Am. Chem. Soc. 1994, 116, 6636.
20. (c) Byrd, H.; Suponeva, E. P.; Bocarsly, A. B.; Thompson, M. E. Nature 1996, 380, 610.
21. (a) Netzer, L.; Sagiv, J. J. Am. Chem. Soc. 1983, 105, 674.
22. (b) Heid, S.; Effenberger, F.; Bierbaum, K.; Grunze, M. Langmuir 1996, 12, 2118.
23. (a) Tillman, N.; Ulman, A.; Penner, T. L. Langmuir 1989, 5, 101.
24. (b) Pomerantz, M.; Segmuller, A.; Netzer, L.; Sagiv, J. Thin Solid Films 1985, 132, 153.
25. Collins, R. J.; Bae, I. T.; Scherson, D. A.; Sukenik, C. N. Langmuir 1996, 12, 5509.
26. (a) Maoz, R.; Yam, R.; Berkovic, G.; Sagiv, J. In Organic Thin Films and Surfaces: Directions for the Nineties; Ulman, A., Ed.; Academic: San Diego, CA, 1995; Vol. 20, p 41.
27. (b) Maoz, R.; Sagiv, J.; Degenhardt, D.; Mohwald, H.; Quint, P. Supramol. Sci. 1995, 2, 9.
28. (c) Maoz, R.; Matlis, S.; DiMasi, E.; Ocko, B. M.; Sagiv, J. Nature 1996, 384, 150.
29. (a) Lee, H.; Kepley, L. J.; Hong, H. G.; Mallouk, T. E. J. Am. Chem. Soc. 1988, 110, 618.
30. (b) Cao, G.; Hong, H. G.; Mallouk, T. E. Acc. Chem. Res. 1992, 25, 420.
31. (c) Thompson, M. E. Chem. Mater. 1994, 6, 1168.
32. (d) Katz, H. E. Chem. Mater. 1994, 6, 2227.
33. (a) Evans, S. D.; Ulman, A.; Goppert-Berarducci, K. E.; Gerenser, L. J. J. Am. Chem. Soc. 1991, 113, 5866.
34. (b) Bell, C. M.; Arendt, M. F.; Gomez, L.; Schmehl, R. H.; Mallouk, T. E. J. Am. Chem. Soc. 1994, 116, 8374.
35. (c) Ansell, M. A.; Zeppenfeld, A. C.; Yoshimoto, K.; Cogan, E. B.; Page, C. J. Chem. Mater. 1996, 8, 591.
36. (a) Lappert, M. F. Chem. Rev. 1956, 56, 959.
37. (b) Torsell, K. Prog. Boron Chem. 1964, 1, 369.
38. (a) Tomalia, D. A.; Naylor, A. M.; Goddard, W. A. Angew. Chem., Int. Ed. Engl. 1990, 29, 138.
39. (b) Frechet, J. M. J. Science 1994, 263, 1710.
40. (c) Zeng, F.; Zimmerman, S. C. Chem. Rev. 1997, 97, 1681.
41. For studies to prepare hyperbranched polymer thin films under the similar concept, see:, (a) Zhou, Y.; Breuning, M. L.; Bergbreiter, D. E.; Crooks, R. M.; Wells, M. J. Am. Chem. Soc. 1996, 118, 3773. (b) Breuning, M. L.; Zhou, Y.; Aguilar, G.; Agee, R.; Bergbreiter, D. E.; Crooks, R. M. Langmuir 1997, 13, 770.
42. For studies to prepare hyperbranched polymer thin films under the similar concept, see:, (a) Zhou, Y.; Breuning, M. L.; Bergbreiter, D. E.; Crooks, R. M.; Wells, M. J. Am. Chem. Soc. 1996, 118, 3773. (b) Breuning, M. L.; Zhou, Y.; Aguilar, G.; Agee, R.; Bergbreiter, D. E.; Crooks, R. M. Langmuir 1997, 13, 770.
43. For adsorption of the presynthesized dendritic molecules to substrates, see: (a) Watanabe, S.; Regen, S. L. J. Am. Chem. Soc. 1994, 116, 8855. (b) Wells, M.; Crooks, R. M. J. Am. Chem. Soc. 1996, 118, 3988.
44. For adsorption of the presynthesized dendritic molecules to substrates, see: (a) Watanabe, S.; Regen, S. L. J. Am. Chem. Soc. 1994, 116, 8855. (b) Wells, M.; Crooks, R. M. J. Am. Chem. Soc. 1996, 118, 3988.
45. (a) Cohen, S. R.; Naaman, R.; Sagiv, J. J. Phys. Chem. 1986, 90, 3054.
46. (b)Tillman, N.;Ulman, A.; Schildkraut, J. S.; Penner,T. L. J. Am. Chem. Soc. 1988, 110, 6136.
47. (c) Tillman, N.; Ulman, A.; Elman, J. F. Langmuir 1990, 6, 1512.
48. For stability of the ester-linkage formed by the boronic acid-terminated SAMs with some alcohols or phenols on gold, see: Carey, R. I.; Folkers, J. P.; Whitesides, G. M. Langmuir 1994, 10, 2228.
49. (a) Ulman, A.; Evans, S. D.; Shnidman, Y.; Sharma, R.; Eilers, J.E.Adv. Colloid Interface Sci. 1992,39, 175.
50. (b)Hautman, J.; Bareman, J. P.; Mar, W.; Klein, M. L. J. Chem. Soc., Faraday Trans. 1991, 87, 2031.