Photoinduced dimerization of a p-phenylenediacrylic acid derivative in a Langmuir monolayer mixed with stearic-d35 acid on a water surface

Langmuir

Volumn 15, Issue 7, 1999, Pages 2543-2550

  Zhao, Jiang ^a,b   Abe, Koji ^a   Akiyama, Haruhisa ^a   Liu, Zhongfan ^b   Nakanishi, Fusae ^a  

^a NATL INST OF MAT AND CHEM RES   (Japan)

^b PEKING UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CARBOXYLIC ACIDS; DERIVATIVES; DIMERS; GEL PERMEATION CHROMATOGRAPHY; INFRARED SPECTROSCOPY; MICROSCOPIC EXAMINATION; MOLECULAR DYNAMICS; MOLECULAR ORIENTATION; MONOLAYERS; PHOTOCHEMICAL REACTIONS; ULTRAVIOLET SPECTROSCOPY;

BREWSTER-ANGLE MICROSCOPY; DIMERIZATION;

LANGMUIR BLODGETT FILMS;

EID: 0345534678     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la9814539     Document Type: Article

References (39)

1. Ulman, A. An Introduction to Ultrathin Organic Films: from Langmuir-Blodgett to Self-assembly; Academic Press: Boston, 1991; p 176-191.
2. Lando, J. B.; Fort, T., Jr. In Polymerization of Organized Systems; Elias, H.-G., Ed.; Gordon and Breach: New York, 1977; p 63-78.
3. Neagele, D.; Ringsdorf, H. In Polymerization of Organized Systems; Elias, H.-G., Ed.; Gordon and Breach: New York, 1977; p 79-88.
4. Laschewky, A.; Ringsdorf, H.; Schmidt, G. Thin Solid Films 1985, 134, 153.
5. Laschewky, A.; Ringsdorf, H. Macromolecules 1988, 21, 1936.
6. Neagele, D.; Lando, J. B.; Ringsdorf, H. Macromolecules 1977, 10, 1339.
7. Cemel, A.; Fort, T., Jr.; Lando, J. B. J. Polym. Sci., Part A-1 1972, 10, 2061.
8. Fukuda, K.; Shibasaki, Y.; Nakahara, H. J. Macromol. Sci., Chem. 1981, A15, 999.
9. Tanaka, Y.; Nakayama, K.; Iijima, S.; Shimizu, T.; Maitani, Y. Thin Solid Films 1985, 133, 165.
10. Kuriyama, K.; Kikuchi, H.; Kajiyama, T. Langmuir 1996, 12, 6468.
11. Saito, A.; Urai, Y.; Itoh, K. Langmuir 1996, 12, 3938.
12. Yamamoto, M.; Wajima, T.; Kameyama, A.; Itoh, K. J. Phys. Chem. 1992, 96, 10365.
13. Saito, A.; Wajima, T.; Yamamoto, M.; Itoh, K. Langmuir 1995, 11, 1277.
14. Kim, T.; Ye, Q.; Sun, L.; Chan, K. C.; Crooks, R. M. Langmuir 1996, 12, 6065.
15. Savion, Z.; Wernick, D. L. J. Org. Chem. 1993, 58, 2424 and references therein.
16. Schmidt, G. M. J. Pure Appl. Chem. 1971, 27, 647.
17. Rabe, J. P.; Rabolt, J. F.; Brown, C. A.; Swalen, J. D. Thin Solid Films 1985, 133, 153.
18. Beredjick, N.; Burlant, W. J. J. Polym. Sci., Part A-1 1970, 8, 2807.
19. Nakanishi, F. J. Polym. Sci., Part C: Polym. Lett. 1988, 26, 159.
20. Upon dynamic compression and expansion of the surface film (no stabilization is conducted), the isotherm below the surface pressure of 1 is reversible while that below 2 is not. However, the hysteresis below 2 is reversible (not shown in Figure 1). This means that, during this dynamic process, a monolayer on water surface persists.
21. Kawai, T.; Umemura, J.; Takenaka, T. Chem. Phys. Lett. 1989, 162, 243.
22. A similar example: Kawabata, Y.; Sekiguchi, T.; Tanaka, M.; Nakamura, T.; Komizu, H.; Honda, K.; Manda, E. J. Am. Chem. Soc. 1985, 107, 5270.
23. Gaines, G. L., Jr.; Mellamy, W. D.; Tweet, A. G. J. Chem. Phys. 1964, 41, 538.
24. Era, M.; Tsutsui, T.; Saito, S. Langmuir 1989, 5, 1410.
25. An increase of less than 0.3°C in temperature was recorded during the irradiation, which cannot contribute much to the area expansion of the monolayer. This can also be verified by the fact that the increased area still held when the temperature fell down.
26. Born, M.; Wolf, E. Principles of Optics, 3rd ed.; Pergamon Press: Oxford, 1965; Chapters 1 and 2.
27. Hénon, S.; Meunier, J. Rev. Sci. Instrum. 1991, 62, 936.
28. Hönig, D.; Möbius, D. Thin Solid Films 1992, 210/211, 64.
29. Nicoud, J. F.; Twieg, R. J. In Nonlinear Optical Properties of Organic Molecules and Crystals; Chemla, D. S., Zyss, J., Eds.; Academic Press: Orlando, 1987; Vol. 1 p 227 and references therein.
30. As examples of some cyclic molecules, the refractive index of cyclohexane, cyclohexene, and benzene are found to be 1.4264, 1.4428, and 1.50108 at 589 nm, respectively. The Merck Index, 9th ed.; Windholz, M., Budavari, S., Stroumtsos, L. Y., Fertig, M. N., Eds.; Merck & CO.: Rahway, 1976; p 138, 356. The values of cyclohexane and benzene are 1.427 and 1.501 at 633 nm, respectively. Garito, A. F.; Kuzyk, M. G. In CRC Handbook of Laser Science and Technology, Supplement 2: Optical Materials; Weber, M. J., Ed.; CRC Press: Boca Raton, 1995; p 289.
31. As examples of some cyclic molecules, the refractive index of cyclohexane, cyclohexene, and benzene are found to be 1.4264, 1.4428, and 1.50108 at 589 nm, respectively. The Merck Index, 9th ed.; Windholz, M., Budavari, S., Stroumtsos, L. Y., Fertig, M. N., Eds.; Merck & CO.: Rahway, 1976; p 138, 356. The values of cyclohexane and benzene are 1.427 and 1.501 at 633 nm, respectively. Garito, A. F.; Kuzyk, M. G. In CRC Handbook of Laser Science and Technology, Supplement 2: Optical Materials; Weber, M. J., Ed.; CRC Press: Boca Raton, 1995; p 289.
32. Rao, C. N. R. Ultra-violet and Visible Spectroscopy: Chemical Applications; Butter Worths: London, 1967.
33. Hasegawa, M.; Suzuki, Y.; Nakanishi, H.; Nakanishi, F. In Progress in Polymer Science Japan; Imahori, K., Murahashi, S., Eds.; Kodansha Ltd.: Tokyo; John Wiley & Sons: New York, 1973; Vol. 5, p 143.
34. Nakanishi, F.; Hasegawa, M. Polymer 1975, 16, 218.
35. Lin-Vien, D.; Colthup, N. B.; Fatelay, W. G.; Grasselli, J. G. The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules; Academic Press: Boston, 1991.
36. Bellamy, L. J. The Infrared Spectra of Complex Molecules; Methuen: London, 1958.
37. Annamalai, A.; Keiderling, T. A. J. Mol. Spectrosc. 1985, 109, 46.
38. a(CH=CH) modes is around the limitation of resolution of the IR instrument.
39. Zhao, J.; Akiyama, H.; Abe, K.; Liu, Z.; Nakanishi, F. Manuscript in preparation.