Self-assembled functional organic monolayers on oxide-free copper

Langmuir

Volumn 27, Issue 13, 2011, Pages 8126-8133

  Caipa Campos, Mabel A ^a   Trilling, Anke K ^a   Yang, Menglong ^a   Giesbers, Marcel ^a   Beekwilder, Jules ^a   Paulusse, Jos M J ^a   Zuilhof, Han ^a  

^a WAGENINGEN UNIVERSITY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER SURFACE; GLUTATHIONES; INFRARED REFLECTION ABSORPTION SPECTROSCOPY; ORGANIC MONOLAYERS; REACTION STEPS; SELF-ASSEMBLED; STATIC WATER; STREPTAVIDIN; TRIPEPTIDE;

ABSORPTION SPECTROSCOPY; ANGLE MEASUREMENT; BIOMOLECULES; CONTACT ANGLE; COPPER; PHOTOELECTRON SPECTROSCOPY; PROTEINS; WATER ABSORPTION; X RAY PHOTOELECTRON SPECTROSCOPY;

SELF ASSEMBLED MONOLAYERS;

ALCOHOL DERIVATIVE; CARBOXYLIC ACID; COPPER; N HYDROXYSUCCINIMIDE; N-HYDROXYSUCCINIMIDE; STREPTAVIDIN; SUCCINIMIDE DERIVATIVE; THIOL DERIVATIVE;

ARTICLE; ARTIFICIAL MEMBRANE; CHEMICAL STRUCTURE; CHEMISTRY; PARTICLE SIZE; SURFACE PROPERTY;

ALCOHOLS; CARBOXYLIC ACIDS; COPPER; MEMBRANES, ARTIFICIAL; MOLECULAR STRUCTURE; PARTICLE SIZE; STREPTAVIDIN; SUCCINIMIDES; SULFHYDRYL COMPOUNDS; SURFACE PROPERTIES;

EID: 79959798890     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/la200932w     Document Type: Article

References (81)

1. Schreiber, F. Prog. Surf. Sci. 2000, 65, 151-256
2. Salomon, A.; Cahen, D.; Lindsay, S.; Tomfohr, J.; Engelkes, V. B.; Frisbie, C. D. Adv. Mater. 2003, 15, 1881-1890
3. Love, J. C.; Estroff, L. A.; Kriebel, J. K.; Nuzzo, R. G.; Whitesides, G. M. Chem. Rev. 2005, 105, 1103-1169 and references therein
4. Sassolas, A.; Leca-Bouvier, B. D.; Blum, L. J. Chem. Rev. 2008, 108, 109-139
5. Ron, I.; Sepunaru, L.; Itzhakov, S.; Belenkova, T.; Friedman, N.; Pecht, I.; Sheves, M.; Cahen, D. J. Am. Chem. Soc. 2010, 132, 4131-4140
6. Ulman, A. Chem. Rev. 1996, 96, 1533-1554
7. Nuzzo, R.; Allara, D. J. Am. Chem. Soc. 1983, 105, 4481-4483
8. Mekhalif, Z.; Riga, J.; Pireaux, J.; Delhalle, J. Langmuir 1997, 13, 2285-2290
9. Mekhalif, Z.; Laffineur, F.; Couturier, N.; Delhalle, J. Langmuir 2003, 19, 637-645
10. Noble-Luginbuhl, A. R.; Nuzzo, R. G. Langmuir 2001, 17, 3937-3944
11. Zhang, H.; Baldelli, S. J. Phys. Chem. B 2006, 110, 24062-24069
12. Volmer, M.; Stratmann, M.; Viefhuis, H. Surf. Interface Anal. 1990, 16, 278-282
13. Chidsey, C. E. D.; Bertozzi, C. R.; Putvinski, T. M.; Mujsce, A. M. J. Am. Chem. Soc. 1990, 112, 4301-4306
14. Laibinis, P. E.; Bain, C. D.; Whitesides, G. M. J. Phys. Chem. 1991, 95, 7017-7021
15. Laibinis, P. E.; Fox, M. A.; Folkers, J. P.; Whitesides, G. M. Langmuir 1991, 7, 3167-3173
16. Laibinis, P. E.; Whitesides, G. M. J. Am. Chem. Soc. 1992, 114, 1990-1995
17. Li, G.; Ma, H.; Jiao, Y.; Chen, S. J. Serb. Chem. Soc. 2004, 69, 791-805
18. Hickman, J. J.; Ofer, D.; Laibinis, P. E.; Whitesides, G. M.; Wrighton, M. S. Science 1991, 252, 688-691
19. Collard, D. M.; Fox, M. A. Langmuir 1991, 7, 1192-1197
20. Chidsey, C. E. D. Science 1991, 251, 919-922
21. Atre, S. V.; Liedberg, B.; Allara, D. L. Langmuir 1995, 11, 3882-3893
22. Whitesides, G. M.; Laibinis, P. E. Langmuir 1990, 6, 87-96
23. Bain, C. D.; Whitesides, G. M. J. Am. Chem. Soc. 1988, 110, 5897-5898
24. Ulman, A.; Evans, S. D.; Shnidman, Y.; Sharma, R.; Eilers, J. E.; Chang, J. C. J. Am. Chem. Soc. 1991, 113, 1499-1506
25. Porter, M. D.; Bright, T. B.; Allara, D. L.; Chidsey, C. E. D. J. Am. Chem. Soc. 1987, 109, 3559-3568
26. Groat, K. A.; Creager, S. E. Langmuir 1993, 9, 3668-3675
27. Zamborini, F. P.; Campbell, J. K.; Crooks, R. M. Langmuir 1998, 14, 640-647
28. Srivastava, P.; Chapman, W. G.; Laibinis, P. E. Langmuir 2009, 25, 2689-2695
29. Iguchi, K.; Tachibana, A. Appl. Surf. Sci. 2000, 159, 167-173
30. Rickerby, J.; Steinke, J. H. G. Chem. Rev. 2002, 102, 1525-1550
31. Murarka, S. P.; Hymes, S. W. Crit. Rev. Solid State Mater. Sci. 1995, 20, 87-124
32. Laibinis, P. E.; Whitesides, G. M. J. Am. Chem. Soc. 1992, 114, 9022-9028
33. Laibinis, P. E.; Whitesides, G. M.; Allara, D. L.; Tao, Y. T.; Parikh, A. N.; Nuzzo, R. G. J. Am. Chem. Soc. 1991, 113, 7152-7167
34. Laibinis, P. E.; Hickman, J. J.; Wrighton, M. S.; Whitesides, G. M. Science 1989, 245, 845-847
35. Bain, C. D.; Evall, J.; Whitesides, G. M. J. Am. Chem. Soc. 1989, 111, 7155-7164
36. Bain, C. D.; Troughton, E. B.; Tao, Y.-T.; Evall, J.; Whitesides, G. M. J. Am. Chem. Soc. 1989, 111, 321-335
37. Strong, L.; Whitesides, G. M. Langmuir 1988, 4, 546-558
38. Bain, C. D.; Whitesides, G. M. Angew. Chem., Int. Ed. Engl. 1989, 101, 522-528
39. Jennings, G. K.; Munro, J. C.; Yong, T.-H.; Laibinis, P. E. Langmuir 1998, 14, 6130-6139
40. Jennings, G. K.; Munro, J. C.; Laibinis, P. E. Adv. Mater. 1999, 11, 1000-1003
41. Rodriguez, J.; Kim, J.; Hanson, J.; Perez, M.; Frenkel, A. Catal. Lett. 2003, 85, 247-254
42. Hutt, D.; Liu, C. Appl. Surf. Sci. 2005, 252, 400-411
43. Abelev, E.; Starosvetsky, D.; Ein-Eli, Y. Langmuir 2007, 23, 11281-11288
44. Abelev, E.; Starosvetsky, D.; Ein-Eli, Y. Electrochim. Acta 2007, 52, 1975-1982
45. Platzman, I.; Brener, R.; Haick, H.; Tannenbaum, R. J. Phys. Chem. C 2008, 112, 1101-1108
46. Platzman, I.; Saguy, C.; Brener, R.; Tannenbaum, R.; Haick, H. Langmuir 2010, 26, 191-201
47. Caprioli, F.; Decker, F.; Marrani, A. G.; Beccari, M.; Castro, V. D. Phys. Chem. Chem. Phys. 2010, 12, 9230-9238
48. Caprioli, F.; Beccari, M.; Martinelli, A.; Castro, V. D.; Decker, F. Phys. Chem. Chem. Phys. 2009, 11, 11624-11630
49. Feng, Y.; Teo, W.-K.; Siow, K.-S.; Gao, Z.; Tan, K.-L.; Hsieh, A.-K. J. Electrochem. Soc. 1997, 144, 55-64
50. Haneda, R.; Aramaki, K. J. Electrochem. Soc. 1998, 145, 1856-1861
51. Calderón, C. A.; Ojeda, C.; Macagno, V. A.; Paredes-Olivera, P.; Patrito, E. M. J. Phys. Chem. C 2010, 114, 3945-3957
52. Sung, M. M.; Sung, K.; Kim, C. G.; Lee, S. S.; Kim, Y. J. Phys. Chem. B 2000, 104, 2273-2277
53. Denayer, J.; Delhalle, J.; Mekhalif, Z. J. Electroanal. Chem. 2009, 637, 43-49
54. Shaporenko, A.; Ulman, A.; Terfort, A.; Zharnikov, M. J. Phys. Chem. 2005, 109, 3898-3906
55. Protsailo, L. V.; Fawcett, W. R.; Russell, D.; Meyer, R. Langmuir 2002, 18, 9342-9349
56. Fonder, G.; Delhalle, J.; Mekhalif, Z. Appl. Surf. Sci. 2010, 256, 2968-2973
57. Dishner, M. H.; Hemminger, J. C.; Feher, F. J. Langmuir 1997, 13, 4788-4790
58. Sullivan, T. P.; Huck, W. T. S. Eur. J. Org. Chem. 2003, 17-29
59. Hermanson, G. T. In Bioconjugate Techniques, 2nd ed.; Academic Press/Elsevier: Burlington, MA, 2008; pp 169-179.
60. Fischer, M. J. E., in Surface Plasmon Resonance: Methods and Protocols; Springer Protocols: Methods in Molecular Biology, Vol. 627; Humana Press: Totowa, NJ, 2010; pp 55-73.
61. Lahiri, J.; Isaacs, L.; Tien, J.; Whitesides, G. M. Anal. Chem. 1999, 71, 777-790
62. Böcking, T.; James, M.; Coster, H. G. L.; Chilcott, T. C.; Barrow, K. D. Langmuir 2004, 20, 9227-9235
63. Yang, M.; Teeuwen, R. L. M.; Giesbers, M.; Baggerman, J.; Arafat, A.; de Wolf, F. A.; van Hest, J. C. M.; Zuilhof, H. Langmuir 2008, 24, 7931-7938
64. Macossay, J.; Shamsi, S.; Warner, I. Tetrahedron Lett. 1999, 40, 577-580
65. Wirde, M.; Gelius, U.; Nyholm, L. Langmuir 1999, 15, 6370-6378
66. Hill, I. R.; Levin, I. W. J. Chem. Phys. 1979, 70, 842-851
67. Chidsey, C. E. D.; Loiacono, D. N. Langmuir 1990, 6, 682-691
68. Laibinis, P. E.; Nuzzo, R. G.; Whitesides, G. M. J. Phys. Chem. 1992, 96, 5097-5105
69. Srivastava, P.; Chapman, W. G.; Laibinis, P. E. J. Phys. Chem. B 2009, 113, 456-464
70. The acid-terminated monolayer on copper was also formed in the presence of trifluoroacetic acid (TFA); however, this procedure also gave a relatively high contact angle (∼40°), in contrast to prior work by Jiang and co-workers for the analogous acid-terminated monolayer on gold, which reported a contact angle <10°: Wang, H.; Chen, S.; Li, L.; Jiang, S. Langmuir 2005, 21, 2633-2636
71. Vogt, A. D.; Han, T.; Beebe, T. P., Jr. Langmuir 1997, 13, 3397-3403
72. Troughton, E. B.; Bain, C. D.; Whitesides, G. M.; Nuzzo, R. G.; Allara, D. L.; Porter, M. D. Langmuir 1988, 4, 365-385
73. Folkers, J. P.; Laibinis, P. E.; Whitesides, G. M. Langmuir 1992, 8, 1330-1341
74. Jordan, C. E.; Frey, B. L.; Kornguth, S.; Corn, R. M. Langmuir 1994, 10, 3642-3648
75. Saavedra, H.; Thompson, C.; Hohman, J.; Crespi, V.; Weiss, P. J. Am. Chem. Soc. 2009, 131, 2252-2259
76. Park, S.; Lee, M.; Pyo, S.; Shin, I. J. Am. Chem. Soc. 2004, 126, 4812-4819
77. Köhn, M.; Wacker, R.; Peters, C.; Schröder, H.; Soulere, L.; Breinbauer, R.; Niemeyer, C. M.; Waldmann, H. Angew. Chem., Int. Ed. 2003, 42, 5830-5834
78. Ostuni, E.; Grzybowski, B. A.; Mrksich, M.; Roberts, C. S.; Whitesides, G. M. Langmuir 2003, 19, 1861-1872
79. Bieri, M.; Burgi, T. Langmuir 2005, 21, 1354-1363
80. Green, N. M. Adv. Protein Chem. 1975, 29, 85-133
81. Weber, P. C.; Ohlendorf, D. H.; Wendoloski, J. J.; Salemme, F. R. Science 1989, 243, 85-88