Enhanced aggregation of derivatized tolan surfactants through donor - acceptor interactions at the air - water interface and in Langmuir - Blodgett films

Journal of Physical Chemistry

Volumn 100, Issue 30, 1996, Pages 12616-12623

  Farahat, Catie Weiss ^a   Penner, Thomas L ^a,b   Ulman, Abraham ^a,c   Whitten, David G ^a  

^a UNIVERSITY OF ROCHESTER   (United States)

^b EASTMAN KODAK COMPANY   (United States)

^c POLYTECHNIC UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AGGLOMERATION; INTERFACES (MATERIALS); LANGMUIR BLODGETT FILMS; MONOLAYERS; PHYSICAL CHEMISTRY;

CHARGE TRANSFER INTERACTIONS; DONOR ACCEPTOR INTERACTIONS; TOLAN;

SURFACE ACTIVE AGENTS;

EID: 0030198078     PISSN: 00223654     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp960579g     Document Type: Article

References (47)

1. Ulman, A. An Introduction to Ultrathin Organic Films; Academic: Boston, 1991.
2. Roberts, G. Langmuir Blodgett Films; Plenum: New York, 1990 and references therein.
3. (a) Czikkely, V.; Försterling, H. D.; Kuhn, H. Chem. Phys. Lett. 1970, 6, 11.
4. (b) Czikkely, V.; Försterling, H. D.; Kuhn, H. Chem. Phys. Lett. 1970, 6, 207.
5. (a) Mooney, W. F., III; Brown, P. E.; Russell, J. C.; Costa, S. B.; Pederson, L. G.; Whitten, D. G. J. Am. Chem. Soc. 1984, 106, 5659.
6. (b) Furman, I.; Geiger, H. C.; Whitten, D. G.; Penner, T. L.; Ulman, A. Langmuir 1994, 10, 837.
7. (a) Evans, C. E.; Song, Q.; Bohn, P. W. J. Phys. Chem. 1993, 97, 12302.
8. (b) Song, Q.; Evans, C. E.; Bohn, P. W. J. Phys. Chem. 1993, 97, 13736.
9. (c) Evans, C. E.; Bohn, P. W. J. Am. Chem. Soc. 1993, 115, 33006.
10. (a) Bohn, P. W. Annu. Rev. Phys. Chem. 1993, 44, 37.
11. (b) Penner, T. L. Thin Solid Films 1988, 160, 241.
12. (a) Kuhn, H. J. Photochem. 1979, 10, 111.
13. (b) Hsu, Y.; Penner, T. L.; Whitten, D. G. J. Phys. Chem. 1992, 96, 2790.
14. Penner, T. L.; Willand, C. S.; Robello, D. R.; Schildkraut, J. S.; Ulman, A. Proc. SPIE 1991, 1436, 169.
15. Perlstein, J. J. Am. Chem. Soc. 1994, 116, 11420.
16. (a) Kuhn, H.; Möbius, D.; Bucher, H. In Techniques of Chemistry; Weissberger, A., Rositer, B. W., Eds.; Wiley: New York, 1973; Vol. 1, Part 3B.
17. (b) Kuhn, H.; Möbius, D. Angew. Chem. 1971, 83, 672.
18. (c) Kuhn, H.; Möbius, D. Angew. Chem., Int. Ed. Engl. 1972, 10, 620.
19. Ahn, D. J.; Franses, E. I. J. Phys. Chem. 1992, 96, 9952.
20. Gruniger, H.; Möbius, D.; Meyer, H. J. J. Chem. Phys. 1983, 79, 3701.
21. Takenaka, T.; Nogami, K.; Gotoh, H.; Gotoh, R. J. Colloid Interface Sci. 1971, 35, 395.
22. (a) Chollet, P.-A. Thin Solid Films 1978, 52, 343.
23. (b) Vandevyver, M.; Barraud, A.; Daudel-Teixier, A.; Maillard, P.; Gianotti, C. J. Colloid Interface Sci. 1982, 85, 571.
24. (a) Chen, H.; Farahat, M. S.; Law, K.-Y.; Whitten, D. G. J. Am. Chem. Soc., in press.
25. (b) Song, X.; Geiger, C.; Furman, I.; Whitten, D. G. J. Am. Chem. Soc. 1994, 116, 4103.
26. (c) Song, X.; Geiger, C.; Leinhos, U.; Perlstein, J.; Whitten, D. G. J. Am. Chem. Soc. 1994, 116, 10340.
27. Preliminary results involving phospholipids of tolan derivatives in aqueous solution suggest a unit size composed of six chromophores: Farahat, C. W. Unpublished results.
28. Spooner, S. P.; Whitten, D. G. J. Am. Chem. Soc. 1994, 116, 1240.
29. Chen, H.; Farahat, C. W.; Farahat, M. S.; Geiger, H. C.; Leinhos, U. W.; Liang, K.; Song, X.; Penner, T. L.; Ulman, A.; Perlman, J.; Law, K.-Y.; Whitten, D. G. Mater. Res. Bull. 1995, 6, 39.
30. Farahat, C. W. Unpublished results.
31. Ulman, A. Unpublished results.
32. (a) Radhakrishman, R.; Robson, R. J.; Takagaki, Y.; Khorana, H. G. Methods in Enzymology; Academic: New York, 1982; Vol. 72, Chapter 29.
33. (b) Bligh, D.; Dyer, W. J. Can. J. Biochem. Physiol. 1959, 37, 911.
34. Pintchovski, F.; Pricw, J. B.; Tobin, P. J.; Peavey, J.; Kobold, K. J. Electrochem. Soc. 1979, 126, 1428.
35. Saltiel, J.; Marinari, A.; Chang, D. W.-L.; Mitchener, J.; Megarity, E. D. J. Am. Chem. Soc. 1979, 101, 2982.
36. Gakamsky, D. M.; Goldin, A. A.; Petrov, E. P.; Rubinov, A. N. Biophys. Chem. 1992, 44, 47.
37. (a) Chollet, P.-A. Thin Solid Films 1978, 52, 343.
38. (b) Vandevyver, M.; Barraud, A.; Daudel-Teixier, A.; Maillard, P.; Gianotti, C. J. Colloid Interface Sci. 1982, 85, 571.
39. CRC Handbook of Chemistry and Physics, 71st ed.; CRC: Boca Raton, FL, 1990.
40. (a) Tanizaki, Y.; Inoue, H.; Hoshi, T.; Shiraishi, J. Z. Phys. Chem. (Munich) 1971, 74, 45.
41. (b) Hirata, Y.; Okada, T.; Mataga, N.; Nomoto, T. J. Phys. Chem. 1992, 96, 6559.
42. (c) Ferrante, C.; Kensy, U.; Dick, B. J. Phys. Chem. 1993, 97, 13457.
43. This phenomenon of aggregate clusters forming amidst a high concentration of fatty acid "dilution" molecules in LB film occurs commonly with a variety of chromophores such as stilbene- and squaraine-derivatized surfactants; see refs 4b and 15.
44. The fluorescence "tail" observed for the mixed PC in the red region of the spectrum (410-500 nm) was analyzed by distribution of lifetimes with identical results, compared with the 360-nm emission maximum. This spectral feature may be due to emission from the *closed state of the system, referred to in the text.
45. 2 (ref 2). While the formation of multilayers or collapsed domains at the air-water interface cannot be ruled out before microscopy techniques are utilized (e.g., Brewster angle, fluorescence), the stability of films under the present conditions suggest only monolayers are formed.
46. Orrit, M.; Möbius, D.; Lehmann, U.; Meyer, H. J. Chem. Phys. 1986, 85, 4966.
47. This mechanism of energy trapping is being further probed with trans-stilbene-derivatized surfactant systems: Farahat, M. S. Unpublished results.