Synthesis and surface properties of new ureas and amides at different interfaces

Langmuir

Volumn 22, Issue 4, 2006, Pages 1619-1625

  Dreger, Katharina ^a   Zou, Bo ^b   Mu, Zhongcheng ^b   Galla, Hans Joachim ^a   Chi, Lifeng ^b   Fuchs, Harald ^b   Schäfer, Hans J ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b UNIVERSITY OF LEIPZIG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

AIR/WATER INTERFACES; AMIDES; HYDROGEN BOND ENERGIES; METHYL NONADECANOATE;

HYDROGEN BONDS; INTERFACES (MATERIALS); ISOTHERMS; SURFACE PROPERTIES; SYNTHESIS (CHEMICAL); THERMAL EFFECTS;

UREA;

AMIDE; BENZENE DERIVATIVE; DRUG DERIVATIVE; GRAPHITE; UREA;

ARTICLE; CHEMISTRY; HYDROGEN BOND; PHASE TRANSITION; SURFACE PROPERTY; SYNTHESIS;

AMIDES; BENZENE DERIVATIVES; GRAPHITE; HYDROGEN BONDING; PHASE TRANSITION; SURFACE PROPERTIES; UREA;

EID: 33644600341     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la052370c     Document Type: Article

References (45)

1. (a) Prins, L. J.; Reinhoudt, D. N.; Timmerman, P. Angew. Chem. 2001, 40, 2382-2426.
2. (b) MacDonald, J. C.; Whitesides, G. M. Chem. Rev. 1994, 94, 2383.
3. (a) Menger, F. M.; Richardson, S. D.; Wood, Jr., M. G.; Sherrod, M. J. Langmuir 1989, 5, 833-838.
4. (b) Huda, M. S.; Fujio, K.; Uzu, Y. Bull. Chem. Soc. Jpn. 1996, 69, 3387-3394.
5. (a) Kellner, B. M. J.; Cadenhead, D. A. J. Colloid Interface Sci. 1978, 63, 452-460.
6. (b) Asgarian, B.; Cadenhead, D. A. Langmuir 2000, 16, 677-681.
7. (a) Vollhardt, D.; Siegel, S.; Cadenhead, D. A. Langmuir 2004, 20, 7670-7677.
8. (b) Vollhardt, D.; Siegel, S.; Cadenhead, D. A. J. Phys. Chem. B 2004, 108, 17448-17456.
9. (a) Vollhardt, D.; Siegel, S.; Cadenhead, D. A. Colloids Surf. A 2005, 256, 9-15.
10. (b) Vollhardt, D.; Fainermann, V. B. J. Phys. Chem. B 2004, 108, 297-302.
11. (a) Overs, M.; Fix, M.; Jacobi, S.; Chi, L.; Sieber, M.; Schäfer, H. J.; Fuchs, H.; Galla, H.-J. Langmuir 2000, 16, 1141-1148.
12. (b) Fix, M.; Sieber, M.; Overs, M.; Schäfer, H. J.; Galla, H.-J. Phys. Chem. Chem. Phys. 2000, 2, 4515-4520.
13. Wang, L.; Jacobi, S.; Sun, J.; Overs, M.; Fuchs, H.; Schäfer, H. J.; Zhang, X.; Shen, J.; Chi, L. J. Colloid Interface Sci. 2005, 285, 814-820.
14. Melzer, V.; Vollhardt, D.; Brezesinski, G.; Möhwald, H. Thin Solid Films 1998, 327-329, 857-860.
15. Melzer, V.; Weidemann, G.; Vollhardt, D.; Brezesinski, G.; Wagner, R.; Struth, B.; Möhwald, H. Supramol. Sci. 1997, 4. 391-397.
16. Dreger, K.; Schäfer, H. J. Mater. Sci. Eng. 2002, C22, 327-330.
17. Dreger, K.; Wu, D.; Galla, H.-J.; Fuchs, H.; Chi, L.; Würthwein, E.-U.; Schäfer, H. J. Langmuir, submitted.
18. Coe, S.; Kane, J. J.; Nguyen, T. L.; Toledo, L. M.; Wininger, E.; Fowler, F. W.; Lauher, J. W. J. Am. Chem. Soc. 1997, 119, 86-93.
19. Kobayashi, T.; Seki, T. Langmuir 2003, 19, 9297-9304.
20. Seki, T.; Fukuchi, T.; Ichimura, K. Langmuir 2002, 18, 5462-5467.
21. Glazer, J.; Alexander, A. E. Trans. Faraday Soc. 1951, 47, 401-409.
22. Adam, N. K.; Dyer, J. W. W. Proc. R. Soc. (London) 1924, A106, 694-709;
23. Adam, N. K.; Dyer, J. W. W. Proc. R. Soc. (London) 1922, A101, 452-472.
24. Adam, N. K. Trans. Faraday Soc. 1928, 24, 149-154.
25. Huo, Q.; Russev, S.; Hasegawa, T.; Nishijo, J.; Umemura, J.; Puccetti, G.; Russell, K. C.; Leblanc, R. M. J. Am. Chem. Soc. 2000, 122, 7890-7897.
26. Rabe, J. P.; Bucholz, S. Science 1991, 253, 424-427.
27. De Feyter, S.; De Schryver, F. C. Chem. Soc. Rev. 2003, 32, 139-150.
28. Cyr, D. M.; Venkatamaran, B.; Flynn, G. W. Chem. Mater. 1996, 1600-1615.
29. Takeuchi, H.; Kawauchi, S.; Ikai, A. Jpn. J. Appl. Phys. 1996, 35, 3754-3758.
30. Gesquière, A.; Abdel-Mottaleb, M. M. S.; De Feyter, S.; De Schryver, F. C.; Schoonbeek, F.; van Esch, J.; Kellogg, R. M.; Feringa, B. L.; Calderone, A.; Lazzaroni, R.; Brédas, J. L. Langmuir 2000, 16, 10385-10391.
31. Giancarlo, L.; Cyr, D. M.; Muyskens, K.; Rynn, G. W. Langmuir 1998, 14, 1465-1471.
32. Lim, R.; Li, J.; Li, S. F. Y.; Feng, Z.; Valiyaveettil, S. Langmuir 2000, 16, 7023-7030.
33. De Feyter, S.; Larsson, M.; Schuurmans, N.; Verkuijl, B.; Zoriniants, G.; Gesquiere, A.; Abdel-Mottaleb, M. M.; van Esch, J.; Feringa, B.; van Stam, J.; De Schryver, F. C. Chemistry 2003, 9, 1198-1206.
34. Zou, B.; Dreger, K.; Mück-Lichtenfeld, Ch.; Grimme, S.; Schäfer, H. J.; Fuchs, H.; Chi, L. Langmuir 2005, 21, 1364-1370.
35. Gesquiere, A.; De Feyter, S.; De Schryver, F. C.; Schoonbeek, F. M.; Feringa, B. L. Nano Lett. 2001 1, 201-206.
36. De Feyter, S.; Grim, P. C. M.; van Esch, J.; Kellog, R. M.; Feringa, B. L.; De Schryver, F. C. J. Phys. Chem. B 1998, 102, 8981-8987.
37. (a) Shiori, T.; Ninomiya, K.; Yamada, S. J. Am. Chem. Soc. 1972, 94, 6203-6205.
38. (b) Yamada, S.; Ninomiya, K.; Shiori, T. Tetrahedron Lett. 1973, 2343-2345.
39. For the calculation of the length of the molecule, the structure was optimized with the programme HyperChem 5.11 until for an all-trans conformation an energetic minimum was found.
40. Rablen, P. R.; Lockman, J. W.; Jorgensen, W. L. J. Phys. Chem. A 1998, 102, 3782-3797.
41. Dixon, D. A.; Dobbs, K. D.; Valentini, J. J. J. Phys. Chem. 1994, 98, 13435-13439.
42. Duffy, E. M.; Severance, D. L.; Jorgensen, W. L. Isr. J. Chem. 1993, 33, 323-330.
43. Morrison, C. A.; Siddick, M. M. Chem. Eur. J. 2003, 9, 628-634.
44. Suzuki, K.; Önishi, S.; Koide, T.; Seki, S. Bull. Chem. Soc. Jpn. 1956, 29, 127.
45. Kaneko, F.; Sakashita, H.; Kobayashi, M.; Kitagawa, Y.; Matsura, Y.; Suzuki, M. Acta Crystallogr. 1994, C50, 245-247.