Molecular-level insights into N-N π-bond rotation in the pH-induced interfacial isomerization of 5-octadecyloxy-2-(2-pyridylazo)phenol monolayer investigated by sum frequency generation vibrational spectroscopy

Journal of Physical Chemistry C

Volumn 116, Issue 31, 2012, Pages 16553-16560

  Wei, Feng ^a   Ye, Shuji ^a  

^a UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AIR/WATER INTERFACES; ASSEMBLING SYSTEMS; ASSEMBLY PROCESS; AZO-AROMATIC COMPOUNDS; BOND ROTATIONS; BREWSTER ANGLE MICROSCOPY; CHLOROFORM SOLUTIONS; DRIVING FORCES; HYDRAZONE FORM; IN-SITU; INTERFACIAL STRUCTURES; ISOMERIZATION REACTION; ISOTHERM MEASUREMENT; MOLECULAR-LEVEL INSIGHTS; NEUTRAL CONDITIONS; PLANAR GEOMETRIES; ROTATION MECHANISM; SOLUTION INTERFACE; STIMULI-RESPONSIVE; SUBPHASE PH; SUM FREQUENCY GENERATION VIBRATIONAL SPECTROSCOPIES; SUM FREQUENCY GENERATION VIBRATIONAL SPECTROSCOPY; SURFACE PRESSURES; TIME-DEPENDENT CHANGES; TRANS-CIS ISOMERIZATION;

DEPROTONATION; ISOMERS; MONOLAYERS; PHENOLS; RATE CONSTANTS; VIBRATIONAL SPECTROSCOPY;

ISOMERIZATION;

EID: 84864993716     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp304023b     Document Type: Article

References (64)

1. Hu, Z. B.; Chen, Y. Y.; Wang, C. J.; Zheng, Y. D.; Li, Y. Nature 1998, 393, 149-152
2. Yu, X.; Wang, Z.; Jiang, Y. G.; Shi, F.; Zhang, X. Adv. Mater. 2005, 17, 1289-1293
3. Chen, T.; Ferris, R.; Zhang, J. M.; Ducker, R.; Zauscher, S. Prog. Polym. Sci. 2010, 35, 94-112
4. Mi, L.; Bernards, M. T.; Cheng, G.; Yu, Q. M.; Jiang, S. Y. Biomaterials 2010, 31, 2919-2925
5. Merino, E. Chem. Soc. Rev. 2011, 40, 3835-3853
6. Lee, H. Y.; Song, X. L.; Park, H.; Baik, M. H.; Lee, D. J. Am. Chem. Soc. 2010, 132, 12133-12144
7. Beharry, A. A.; Woolley, G. A. Chem. Soc. Rev. 2011, 40, 4422-4437
8. Matazo, D. R. C.; Ando, R. A.; Borin, A. C.; Santos, P. S. J. Phys. Chem. A 2008, 112, 4437-4443
9. Dunn, N. J.; Humphries, W. H.; Offenbacher, A. R.; King, T. L.; Gray, J. A. J. Phys. Chem. A 2009, 113, 13144-13151
10. Wang, D.; Dusek, K.; Kopeckova, P.; Duskova-Smrckova, M.; Kopecek, J. Macromolecules 2002, 35, 7791-7803
11. Seki, T.; Fukuchi, T.; Ichimura, K. Langmuir 2002, 18, 5462-5467
12. Wildes, P. D.; Pacifici, J. G.; Irick, G.; Whitten, D. G. J. Am. Chem. Soc. 1971, 93, 2004-2008
13. Asano, T.; Okada, T.; Shinkai, S.; Shigematsu, K.; Kusano, Y.; Manabe, O. J. Am. Chem. Soc. 1981, 103, 5161
14. Rau, H.; Luddecke, E. J. Am. Chem. Soc. 1982, 104, 1616
15. Tamai, N.; Miyasaka, H. Chem. Rev. 2000, 100, 1875
16. Stuart, C. M.; Frontiera, R. R.; Mathies, R. A. J. Phys. Chem. A 2007, 111, 12072-12080
17. Chang, C.-W.; Lu, Y.-C.; Wang, T.-T.; Diau, E. W.-G. J. Am. Chem. Soc. 2004, 126, 10109-10118
18. Ciminelli, C.; Granucci, G.; Persico, M. Chem.-Eur. J. 2004, 10, 2327-2343
19. Cembran, A.; Bernardi, F.; Garavelli, M.; Gagliardi, L.; Orlandi, G. J. Am. Chem. Soc. 2004, 126, 3234-3243
20. Ciminelli, C.; Granucci, G.; Persico, M. J. Chem. Phys. 2005, 123, 174317
21. Cusati, T.; Granucci, G.; Persico, M. J. Am. Chem. Soc. 2011, 133, 5109-5123
22. Landge, S. M.; Tkatchouk, E.; Benitez, D.; Lanfranchi, D. A.; Elhabiri, M.; Goddard, W. A., III; Aprahamian, I. J. Am. Chem. Soc. 2011, 133, 9812-9823
23. Biswas, N.; Umapathy, S. J. Chem. Phys. 1997, 107, 7849-7858
24. Fujino, T.; Arzhantsev, S. Y.; Tahara, T. J. Phys. Chem. A 2001, 105, 8123-8129
25. Schultz, T.; Quenneville, J.; Levine, B.; Toniolo, A.; Martinez, T. J.; Lochbrunner, S.; Schmitt, M.; Shaffer, J. P.; Zgierski, M. Z.; Stolow, A. J. Am. Chem. Soc. 2003, 125, 8098-8099
26. Liu, M. H.; Ushida, K.; Nakahara, H.; Kira, A. Adv. Mater. 1997, 9, 1099-1101
27. Liu, M. H.; Ushida, K.; Kira, A.; Nakahara, H. Thin Solid Films 1998, 327-329, 491-494
28. Ushida, K.; Liu, M. H.; Izumi, Y. Sep. Sci. Technol. 1999, 34, 359-367
29. Shen, Y. R. The Principles of Nonlinear Optics; Wiley: New York, 1984.
30. Gracias, D. H.; Chen, Z.; Shen, Y. R.; Somorjai, G. A. Acc. Chem. Res. 1999, 32, 930-940
31. Wang, H. F.; Gan, W.; Lu, R.; Rao, Y.; Wu, B. H. Int. Rev. Phys. Chem. 2005, 24, 191-256
32. Moore, F. G.; Richmond, G. L. Acc. Chem. Res. 2008, 41, 739-748
33. Richmond, G. L. Annu. Rev. Phys. Chem. 2001, 52, 357-389
34. Castellana, E. T.; Cremer, P. S. Surf. Sci. Rep. 2006, 61, 429-444
35. Lambert, A. G.; Davies, P. B.; Neivandt, D. J. Appl. Spectrosc. Rev. 2005, 40, 103-145
36. Ye, S. J.; Nguyen, K. T.; Le Clair, S.; Chen, Z. J. Struct. Biol. 2009, 168, 61-77
37. Ohe, C.; Kamijo, H.; Arai, M.; Adachi, M.; Miyazawa, H.; Itoh, K.; Seki, T. J. Phys. Chem. C 2008, 112, 172-181
38. Ovari, L.; Schwarz, J.; Peters, M. V.; Hecht, S.; Wolf, M.; Tegeder, P. Int. J. Mass Spectrom. 2008, 277, 223-228
39. Backus, E. H. G.; Kuiper, J. M.; Engberts, J. B. F. N.; Poolman, B.; Bonn, M. J. Phys. Chem. B 2011, 115, 2294-2302
40. Peltonen, J. P. K.; He, P. S.; Linden, M.; Rosenholm, J. B. J. Phys. Chem. 1994, 98, 12403-12409
41. Wei, F.; Xu, Y. Y.; Guo, Y.; Liu, S. L.; Wang, H. F. Chin. J. Chem. Phys. 2009, 22, 592-600
42. Ye, S. J.; Wei, F. Analyst 2011, 136, 2489-2494
43. Ye, S. J.; Liu, G. M.; Li, H. C.; Chen, F. G.; Wang, X. W. Langmuir 2012, 28, 1374-1380
44. Wang, Z.; Cook, M. J.; Nygard, A. M.; Russell, D. A. Langmuir 2003, 19, 3779-3784
45. De Oliveira, L. F. C.; Santos, P. S.; Ribeiro, M. C. C. J. Raman Spectrosc. 1997, 28, 53-59
46. Biswas, N.; Umapathy, S. J. Phys. Chem. A 1997, 101, 5555-5566
47. Suzuki, H. Electronic Absorption Spectra and Geometry of Organic Molecules; Academic Press: New York, 1967; Chapter 23.
48. Coleman, J. E. Annu. Rev. Biophys. Biomol. Struct. 1992, 21, 441-483
49. Ghasemi, J.; Lotfi, S.; Safaeian, M.; Niazi, A.; Mazloum, M. J. Chem. Eng. Data 2006, 51, 1530-1535
50. Trotter, P. J. Appl. Spectrosc. 1977, 31, 30-35
51. Crane, L. G.; Wang, D. X.; Sears, L. M.; Heyns, B.; Carron, K. Anal. Chem. 1995, 67, 360-364
52. Drozdzewski, P. M. Spectrochim. Acta 1985, 41A, 1035-1039
53. Sett, P.; Paul, N.; Brahma, S. K.; Chattopadhyay, S. J. Raman Spectrosc. 1999, 30, 611-618
54. Leopold, N.; Szabo, L.; Aluas, M.; Leopold, L. F.; Chis, V. J. Mol. Struct. 2009, 919, 94-99
55. Matazo, D. R. C.; Ando, R. A.; Borin, A. C.; Santos, P. S. J. Phys. Chem. A 2008, 112, 4437-4443
56. Snehalatha, M.; Ravikumar, C.; Joe, I. H. Solid State Sci. 2009, 11, 1275-1282
57. Munro, C. H.; Smith, W. E.; Armstrong, D. R.; White, P. C. J. Phys. Chem 1995, 99, 879-885
58. Zimmermann, F.; Lippert, Th.; Beyer, Ch.; Stebani, J.; Nuyken, O.; Wokaun, A. Appl. Spectrosc. 1993, 47, 986-993
59. Castellucci, E.; Sbrana, G.; Verderame, F. D. J. Chem. Phys. 1969, 51, 3762-3770
60. Rao, Y.; Tao, Y. S.; Wang, H. F. J. Chem. Phys. 2003, 119, 5226-5236
61. Rao, Y.; Tao, Y. S.; Wang, H. F. Proc. SPIE 2003, 5223, 177-186
62. Rose, M. C.; Stuehr, J. J. Am. Soc. Chem. 1971, 93, 4350-4354
63. Shi, Y. L.; Eyring, E. M.; van Eldik, R. J. Chem. Soc., Dalton Trans. 1998, 3565-3576
64. Yoshida, N.; Fujimoto, M. Bull. Chem. Soc. Jpn. 1980, 53, 101-105