Influence of the alkene structure on the mechanism and kinetics of thiol-alkene photopolymerizations with real-time infrared spectroscopy

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 42, Issue 24, 2004, Pages 6283-6298

  Roper, Todd M ^a   Guymon, C A ^b   Jonsson E S ^c   Hoyle, C E ^a  

^a Virginia Polytechnic Institute and State University   (United States)

^b IA United States   (United States)

^c Fusion UV Systems Inc   (United States)

Author keywords

Coatings; Kinetics (polym.); Photopolymerization; Real time FT IR; Thiol ene

Indexed keywords

KINETICS (POLYM.); REAL-TIME FT-IR; STEREOELECTRONIC EFFECTS; THIOL-ENES;

COATINGS; FOURIER TRANSFORM INFRARED SPECTROSCOPY; HYDROGEN; INFRARED SPECTROSCOPY; ISOMERIZATION; MATHEMATICAL MODELS; OLEFINS; POLYMERS; REACTION KINETICS; STRUCTURE (COMPOSITION); SUBSTITUTION REACTIONS; SULFUR COMPOUNDS;

PHOTOPOLYMERIZATION;

EID: 10844249476     PISSN: 0887624X     EISSN: None     Source Type: Journal    
DOI: 10.1002/pola.20452     Document Type: Article

References (34)

1. Jacobine, A. F. In Radiation Curing in Polymer Science and Technology III: Polymerization Mechanisms; Fouassier, J. D.; Rabek, J. F., Eds.; Elsevier: London, 1993; Chapter 7, p 219.
2. Roper, T. M.; Kwee, T.; Lee, T. Y.; Guymon, C. A.; Hoyle, C. E. Polymer 2004, 45, 2921.
3. Kharasch, M. S.; Read, J.; Mayo, F. R. Chem Ind 1938, 57, 752.
4. Marvel, C. S.; Chambers, R. R. J Am Chem Soc 1948, 70, 993.
5. Marvel, C. S.; Caesar, P. D. J Am Chem Soc 1951, 73, 1097.
6. Morgan, C. R.; Magnotta, F.; Ketley, A. D. J Polym Sci Polym Chem Ed 1977, 15, 627.
7. Gush, D. P.; Ketley, A. D. Mod Paint Coat 1978, 68(11), 58.
8. Morgan, C. R.; Ketley, A. D. J Radiat Curing 1980, 7(2), 10.
9. Mathias, E.; Morgan, C. R.; Kloczewski, H. A. J Radiat Curing 1980, 7(3), 5.
10. Kharasch, M. S.; Nudenberg, W.; Mantell, G. J. J Org Chem 1951, 16, 524.
11. Chiou, B.; English, R. J.; Khan, S. A. Macromolecules 1996, 29, 5368.
12. Chiou, B.; Khan, S. A. Macromolecules 1997, 30, 7322.
13. Cramer, N. B.; Scott, J. P.; Bowman, C. N. Macromolecules 2002, 35, 5361.
14. Hoyle, C. E.; Cole, M. C.; Viswanathan, K.; Nguyen, C.; Kuang, W.; Bowman, C.; Cramer, N.; Jonsson, E. S.; Radtech International North America: Bethesda; Radtech 2000 North America Conference Proceedings, Chevy Chase, MD, April 9-12, 2000; pp 211-220.
15. Cramer, N. B.; Bowman, C. N. J Polym Sci Part A: Polym Chem 2001, 39, 3311.
16. Sangermano, M.; Bongiovanni, R.; Malucelli, G.; Priola, A.; Harden, A.; Rehnberg, N. J Polym Sci Part A: Polym Chem 2002, 40, 2583.
17. Walling, C.; Helmreich, W. J Am Chem Soc 1959, 81, 1144.
18. Oswald, A. A.; Griesbaum, K.; Hudson, B. E., Jr. J Org Chem 1963, 53, 4758.
19. Klemm, E.; Sensfuss, S. T. J Macromol Sci Chem 1991, 28, 875.
20. Wisnosky, J. D.; Fantazier, R. M. J Radiat Curing 1981, 8(4), 16.
21. Hoyle, C. E.; Hensel, R. D.; Grubb, M. B. Polym Photochem 1984, 4, 69.
22. Roper, T. M.; Hoyle, C. E.; Guymon, C. A. Polym Mater Sci Eng 2003, 88, 219.
23. Falk, B.; Vallinas, S. M.; Crivello, J. V. J Polym Sci Part A: Polym Chem 2003, 41, 579.
24. Cramer, N. B.; Reddy, S. K.; Lu, H.; Cross, T.; Raj, R.; Bowman, C. N. J Polym Sci Part A: Polym Chem 2004, 42, 1752.
25. Odian, G. Principles of Polymerization, 3rd ed.; Wiley-Intersdence: New York, 1991; p 198.
26. Cramer, N. B.; Davies, T.; O'Brien, A. K; Bowman, C. N. Macromolecules 2003, 36, 4631.
27. McMurry, J. Organic Chemistry, 4th ed.; Brooks and Cole: Pacific Grove, CA, 1996; p 195.
28. Walling, C.; Helmreich, W. J. J Am Chem Soc 1959, 81, 1144.
29. Chatgilialoglu, C.; Altieri, A.; Fischer, H. J Am Chem Soc 2003, 124, 12816.
30. Altieri, C.; Samadi, A.; Sassatelli, F.; Landi, L.; Chatgilialoglu, C. J Am Chem Soc 2004, 126, 1063.
31. Ito, O.; Matsuda, M. J Org Chem 1984, 49, 17.
32. Turner, R. B.; Meador, W. R.; Winkler, R. E. J Am Chem Soc 1957, 79, 4116.
33. Inagaki, S.; Fujimoto, H.; Fukui, K. J Am Chem Soc 1976, 98, 4054.
34. Berson, J. A.; Griller, D.; Owens, K.; Wayner, D. D. M. J Org Chem 1987, 52, 3316.