Building upon patterned organic monolayers produced via catalytic stamp lithography

ACS Applied Materials and Interfaces

Volumn 2, Issue 8, 2010, Pages 2301-2307

  Mizuno, Hidenori ^a   Buriak, Jillian M ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

catalyst; catalytic stamp; Heck reaction; hydrogenation; nanoscale patterning; organic monolayer; palladium

Indexed keywords

CATALYTIC STAMP; CATALYTIC TRANSFORMATION; CHEMICAL PATTERN; CHEMICAL PATTERNING; HECK REACTIONS; MOLECULAR INK; NANO SCALE; NANOARCHITECTURES; NANOSCALE PATTERNING; NOVEL DESIGN; ORGANIC MONOLAYERS; PALLADIUM CATALYST; PATTERNED SURFACE; PD CATALYST; POSTFUNCTIONALIZATION; SILICON SURFACES; SUB-100 NM; TEMPLATING;

BLOCK COPOLYMERS; CATALYSTS; ELECTRON ENERGY LEVELS; HYDROGENATION; LITHOGRAPHY; MONOLAYERS; NANOSTRUCTURED MATERIALS; OLEFINS;

PALLADIUM;

ALKENE; AZIDE; BAYSILON; DIMETICONE; NANOPARTICLE; ORGANIC COMPOUND; PALLADIUM;

ARTICLE; BIOENGINEERING; CATALYSIS; CHEMISTRY; METHODOLOGY; NANOTECHNOLOGY;

ALKENES; AZIDES; BIOENGINEERING; CATALYSIS; DIMETHYLPOLYSILOXANES; NANOPARTICLES; NANOTECHNOLOGY; ORGANIC CHEMICALS; PALLADIUM;

EID: 77957665664     PISSN: 19448244     EISSN: 19448252     Source Type: Journal    
DOI: 10.1021/am100348f     Document Type: Article

References (62)

1. Unconventional Nanopatterning Techniques and Applications; Rogers, J. A. and Lee, H. H., Ed.; Wiley: Hoboken, NJ, 2009.
2. Barth, J. V., Costantini, G., and Kern, K. Nature 2005, 437, 671-679
3. Heath, J. R. Annu. Rev. Mater. Res. 2009, 39, 1-23
4. Lin, H.-Y., Chen, H.-A., and Lin, H.-N. Anal. Chem. 2008, 80, 1937-1941
5. Arakaki, A., Hideshima, S., Nakagawa, T., Niwa, D., Tanaka, T., Matsunaga, T., and Osaka, T. Biotechnol. Bioeng. 2004, 88, 543-546
6. Har-Lavan, R., Ron, I., Thieblemont, F., and Cahen, D. Appl. Phys. Lett. 2009, 94 0433081-0433083
7. Hwang, E., de Silva, K. M. N., Seevers, C. B., Li, J.-R., Garno, J. C., and Nesterov, E. E. Langmuir 2008, 24, 9700-9706
8. Grätzel, M. Prog. Photovoltaics 2006, 14, 429-442
9. Truskett, V. N. and Watts, M. P. C. Trends Biotechnol. 2006, 24, 312-317
10. Weibel, D. B., DiLuzio, W. R., and Whitesides, G. M. Nat. Rev. Microbiol. 2007, 5, 209-218
11. Ulman, A. Chem. Rev. 1996, 96, 1533-1554
12. Love, J. C., Estroff, L. A., Kriebel, J. K., Nuzzo, R. G., and Whitesides, G. M. Chem. Rev. 2005, 105, 1103-1169
13. Hamers, R. J. Annu. Rev. Anal. Chem. 2008, 1, 707-736
14. Salaita, K., Wang, Y., Fragala, J., Vega, R. A., Liu, C., and Mirkin, C. A. Angew. Chem., Int. Ed. 2006, 45, 7220-7223
15. Mirkin, C. A. ACS Nano 2007, 1, 79-83
16. Huo, F., Zheng, Z., Zheng, G., Giam, L. R., Zhang, H., and Mirkin, C. A. Science 2008, 321, 1658-1660
17. Geissler, M., Bernard, A., Bietsch, A., Schmid, H., Michel, B., and Delamarche, E. J. Am. Chem. Soc. 2000, 122, 6303-6304
18. Delamarche, E., Donzel, C., Kamounah, F. S., Wolf, H., Geissler, M., Stutz, R., Schmidt-Winkel, P., Michel, B., Mathieu, H. J., and Schaumburg, K. Langmuir 2003, 19, 8749-8758
19. Sharpe, R. B. A., Burdinski, D., Huskens, J., Zandvliet, H. J. W., Reinhoudt, D. N., and Poelsema, B. J. Am. Chem. Soc. 2005, 127, 10344-10349
20. Coyer, S. R., Garcia, A. J., and Delamarche, E. Angew. Chem., Int. Ed. 2007, 46, 6837-6840
21. Duan, X., Sadhu, V. B., Perl, A., Peter, M., Reinhoudt, D. N., and Huskens, J. Langmuir 2008, 24, 3621-3627
22. Zheng, Z., Jang, J.-W., Zheng, G., and Mirkin, C. A. Angew. Chem., Int. Ed. 2008, 47, 9951-9954
23. Li, X. M., Peter, M., Huskens, J., and Reinhoudt, D. N. Nano Lett. 2003, 3, 1449-1453
24. Snyder, P. W., Johannes, M. S., Vogen, B. N., Clark, R. L., and Toone, E. J. J. Org. Chem. 2007, 72, 7459-7461
25. Spruell, J. M., Sheriff, B. A., Rozkiewicz, D. I., Dichtel, W. R., Rohde, R. D., Reinhoudt, D. N., Stoddart, J. F., and Heath, J. R. Angew. Chem., Int. Ed. 2008, 47, 9927-9932
26. Li, H. W., Muir, B. V. O., Fichet, G., and Huck, W. T. S. Langmuir 2003, 19, 1963-1965
27. Lin, M.-H., Chen, C.-F., Shiu, H.-W., Chen, C.-H., and Gwo, S. J. Am. Chem. Soc. 2009, 131, 10984-10991
28. Takakusagi, S. and Uosaki, K. Jpn. J. Appl. Phys. 1 2006, 45, 8961-8966
29. Golzhauser, A., Geyer, W., Stadler, V., Eck, W., Grunze, M., Edinger, K., Weimann, T., and Hinze, P. J. Vac. Sci. Technol., B 2000, 18, 3414-3418
30. Delamarche, E., Schmid, H., Bietsch, A., Larsen, N. B., Rothuizen, H., Michel, B., and Biebuyck, H. J. Phys. Chem. B 1998, 102, 3324-3334
31. Xia, Y. and Whitesides, G. M. J. Am. Chem. Soc. 1995, 117, 3274-3275
32. Gannon, G., Larsson, J. A., Greer, J. C., and Thompson, D. Langmuir 2009, 25, 242-247
33. Delamarche, E., Schmid, H., Michel, B., and Biebuyck, H. Adv. Mater. 1997, 9, 741-746
34. Hui, C. Y., Jagota, A., Lin, Y. Y., and Kramer, E. J. Langmuir 2002, 18, 1394-1407
35. Sharp, K. G., Blackman, G. S., Glassmaker, N. J., Jagota, A., and Hui, C.-Y. Langmuir 2004, 20, 6430-6438
36. Mizuno, H. and Buriak, J. M. J. Am. Chem. Soc. 2008, 130, 17656-17657
37. Mizuno, H. and Buriak, J. M. ACS Appl. Mater. Interfaces 2009, 1, 2711-2720
38. Balachander, N. and Sukenik, C. N. Langmuir 1990, 6, 1621-1627
39. Kim, T. K., Yang, X. M., Peters, R. D., Sohn, B. H., and Nealey, P. F. J. Phys. Chem. B 2000, 104, 7403-7410
40. Muller, W. T., Klein, D. L., Lee, T., Clarke, J., McEuen, P. L., and Schultz, P. G. Science 1995, 268, 272-273
41. Blackledge, C., Engebretson, D. A., and McDonald, J. D. Langmuir 2000, 16, 8317-8323
42. Wagner, C. D., Naumkin, A. V., Kraut-Vass, A., Allison, J. W., Powell, C. J., and Rumble, J. R. NIST X-ray Photoelectron Spectroscopy Database, NIST Standard Reference Database 20, version 3.5; National Institute of Standards and Technology: Gaithersburg, MD, 2007
43. http://srdata.nist.gov/xps/.
44. Prakash, S., Long, T. M., Selby, J. C., Moore, J. S., and Shannon, M. A. Anal. Chem. 2007, 79, 1661-1667
45. Mengistu, T. Z., Goel, V., Horton, J. H., and Morin, S. Langmuir 2006, 22, 5301-5307
46. Lummerstorfer, T. and Hoffmann, H. J. Phys. Chem. B 2004, 108, 3963-3966
47. Rozkiewicz, D. I., Ravoo, B. J., and Reinhoudt, D. N. Langmuir 2005, 21, 6337-6343
48. Zhiguo, L., Zhuang, L., Gang, W., Yonghai, S., Li, W., and Lanlan, S. Microsc. Res. Techniq. 2006, 69, 998-1004
49. Gomez, M., Li, J., and Kaifer, A. E. Langmuir 1991, 7, 1797-1806
50. Davis, J. J., Bagshaw, C. B., Busuttil, K. L., Hanyu, Y., and Coleman, K. S. J. Am. Chem. Soc. 2006, 128, 14135-14141
51. Yam, C. M., Cho, J., and Cai, C. Langmuir 2003, 19, 6862-6868
52. Deluge, M. and Cai, C. Langmuir 2005, 21, 1917-1922
53. Plass, K. E., Liu, X., Brunschwig, B. S., and Lewis, N. S. Chem. Mater. 2008, 20, 2228-2233
54. Zhang, Z. and Wang, Z. J. Org. Chem. 2006, 71, 7485-7487
55. Albeniz, A. C., Espinet, P., Martin-Ruiz, B., and Milstein, D. Organometallics 2005, 24, 3679-3684
56. Davis, D. W., Shirley, D. A., and Thomas, T. D. J. Am. Chem. Soc. 1972, 94, 6565-6575
57. Trudell, B. C. and Price, S. J. Can. J. Chem. 1977, 55, 1279-1284
58. Thomas, K. G., Zajicek, J., and Kamat, P. V. Langmuir 2002, 18, 3722-3727
59. Prasad, B. L. V., Stoeva, S. I., Sorensen, C. M., and Klabunde, K. J. Chem. Mater. 2003, 15, 935-942
60. Koehler, K., Kleist, W., and Proeckl, S. S. Inorg. Chem. 2007, 46, 1876-1883
61. Huang, L., Wong, P. K., Tan, J., Ang, T. P., and Wang, Z. J. Phys. Chem. C 2009, 113, 10120-10130
62. Phan, N. T. S., Van Der Sluys, M., and Jones, C. W. Adv. Synth. Catal. 2006, 348, 609-679