Functionalization of alkylsiloxane monolayers via free-radical bromination

Langmuir

Volumn 13, Issue 7, 1997, Pages 2027-2032

  Baker, Murray V ^a   Watling, Jason D ^a  

^a UNIVERSITY OF WESTERN AUSTRALIA   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0006563394     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la960946f     Document Type: Article

References (27)

1. Tidswell, I. M.; Rabedeau, T. A.; Pershan, P. S.; Folkers, J. P.; Baker, M. V.; Whitesides, G. M. Phys. Rev. B 1991, 44, 869-879.
2. Wasserman, S. R.; Biebuyck, H.; Whitesides, G. M. J. Mater. Res. 1989, 4, 886-892.
3. Hickman, J. J.; Ofer, D.; Laibinis, P. E.; Whitesides, G. M.; Wrighton, M. S. Science 1991, 252, 688-691.
4. Yitzchaik, S.; Marks, T. J. Acc. Chem. Res. 1996, 29, 197-202.
5. Wasserman, S. R.; Tao, Y.-T.; Whitesides, G. M. Langmuir 1989, 5, 1074-1087.
6. Sagiv, J. J. Am. Chem. Soc. 1980, 102, 92-98.
7. Silberzan, P.; Leger, L.; Ausserre, D.; Benattar, J. J. Langmuir 1991, 7, 1647-1651.
8. Ulman, A. Adv. Mater. 1990, 2, 573-582.
9. Offord, D. A.; Griffin, J. H. Langmuir 1993, 9, 3015-3025.
10. Tillman, N.; Ulman, A.; Elman, J. F. Langmuir 1989, 5, 1020-1026.
11. Tillman, N.; Ulman, A.; Penner, T. L. Langmuir 1989, 5, 101-111.
12. Baker, M. V.; Watling, J. D. Tetrahedron Lett. 1995, 36, 4623-4624.
13. Throughout this paper, monolayers prepared by photochemical bromination of headecylsiloxane monolayers are referred to as "brominated hexadecylsiloxane monolayers", and monolayers prepared from 16-bromohexadecyltrichlorosilane are referred to as "16-bromohexadecylsiloxane monolayers".
14. Balachander, N.; Sukenik, C. N. Langmuir 1990, 6, 1621-1627.
15. McCrakin, F. L.; Passaglia, E.; Stromberg, R. R.; Steinberg, H. L. J. Res. Natl. Bur. Stand., Sect. A 1963, 67, 363-367.
16. McKillop, A.; Ford, M. E. Tetrahedron 1974, 30, 2467-2475.
17. Moaz, R.; Sagiv, J. J. Colloid Interface Sci. 1984, 100, 465-496.
18. Calistri, M.; Krammer, E. J.; Sharma, R.; Zhao, W.; Rafailovich, M. H.; Sokolov, J.; Brock, J. D. Langmuir 1996, 12, 2747-2755.
19. Good, R. J. In Surface and Colloid Science ; Good, R. J., Stromberg, R. R., Eds.; Plenum Press: New York, 1979; Vol. 2; pp 1-29.
20. Briggs, D.; Seah, M. P. Pratical Surface Analysis, 1st ed.; Wiley: Chichester, NY, 1983; p 501.
21. Carey, F. A.; Sundburg, R. J. Advanced Organic Chemistry, 3rd ed.; Plenum Press: New York, 1990; Vol. Part A, p 689.
22. Tillman, N.; Ulman, A.; Schildkraut, J. S.; Penner, T. L. J. Am. Chem. Soc. 1988, 110, 6136-6144.
23. Walling, C. Free Radicals in Solution; Wiley: New York, 1957; p 376.
24. Carlsson, D. J.; Ingold, K. V. J. Am. Chem. Soc. 1967, 89, 4891-4895.
25. Tanner, D. D.; Gidley, G. C. J. Am. Chem. Soc. 1968, 90, 808-809.
26. March, J. Advanced Organic Chemistry, 2nd ed.; McGraw Hill: Tokyo, 1977; p 915.
27. If the brominated monolayer was exposed to the mercury(II) perchlorate mixture for 24 h, all the bromine was removed.