Silyl radical chemistry and conventional photoinitiators: A route for the design of efficient systems

Macromolecules

Volumn 42, Issue 16, 2009, Pages 6031-6037

  Lalevee J ^a   Blanchard, N ^a   Chany, A C ^a   El Roz, M ^a   Souane, R ^a   Graff, B ^a   Allonas, X ^a   Fouassier, J P ^a  

^a UNIVERSITÉ DE HAUTE ALSACE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EFFICIENT SYSTEMS; EXCITED-STATE PROCESS; FREE RADICAL PROMOTED CATIONIC POLYMERIZATION; HIGH POTENTIAL; HIGH RATE; LASER FLASH PHOTOLYSIS; LIGHT IRRADIATIONS; MOLECULAR CALCULATIONS; PARENT COMPOUNDS; PHOTOCHEMICAL BEHAVIORS; PHOTOINITIATORS; SILYL RADICAL; THIOXANTHONES;

CATIONIC POLYMERIZATION; CHROMOPHORES; FREE RADICALS; PHOTOLYSIS; POLYMERS; SILANES;

FREE RADICAL POLYMERIZATION;

EID: 68949173446     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma901003h     Document Type: Article

References (64)

1. (a) Dietliker, K. A Compilation of Photoinitiators Commercially Available for UV Today; Sita Technology Ltd.: Edinburgh, London, 2002.
2. (b) Neckers, D. C. UV and EB at the Millenium; Sita Technology: London, 1999.
3. (c) Photoinitiated Polymerization; Bellied K. D., Crivello, J. V., Eds.; ACS Symposium Series 847; American Chemical Society: Washington, DC, 2003.
4. (d) Fouassier, J. P. Photo-initiation, Photopolymerization and Photocuring: Fundamental and Applications; Hanser Publishers: New York, 1995.
5. (e) Photochemistry and UV Curing; Fouassier, J. P., Ed.; Researchsignpost: Trivandrum, India, 2006.
6. (a) Liska, R.; Knaus, S.; Gruber, H.; Wendrinsky, J. Surf. Coat. Int. 2000, 83, 297-303.
7. (b) Liska, R. J. Polym. Sci., Part A: Polym. Chem. 2002, 40, 1504-1518.
8. (c) Liska, R.; Herzog, D. J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 752-764.
9. (d) Liska, R.; Seidl, B. J. Polym. Sci., Part A: Polym. Chem. 2005, 43, 101-111.
10. (e) Ullrich, G.; Ganster, B.; Salz, U.; Moszner, N.; Liska, R. J. Polym. Sci., Part A: Polym. Chem. 2006, 44, 1686-1700.
11. (f) Seidl, B.; Kalinyaprak-Icten, K.; Fuss, N.; Hoefer, M.; Liska, R. J. Polym. Sci., Part A: Polym. Chem. 2007, 46, 289-301.
12. (g) Seidl, B.; Liska, R.; Grabner, G J. Photochem. Photobiol., A 2006, 180, 109-117.
13. (a) Catalina, F.; Corrales, T.; Peinado, C.; Allen, N. S.; Green, W.; Timms, A. Polymer 1993, 29, 125-129.
14. (b) Corrales, T.; Catalina, F.; Allen, N. S.; Peinado, C. In Photochemistry and UV Curing; Fouassier, J. P., Ed; Researchsignpost: Trivandrum, India, 2006; pp. 31-44.
15. (a) Gacal, B.; Akat, H.; Balta, D. K.; Arsu, N.; Yagci, Y. Macro-molecules 2008, 41, 2401-2405.
16. (b) Degirmenci, M.; Cianga, I.; Yagci, Y. Macromol. Chem. Phys. 2002, 203, 1279-1284.
17. (c) Degirmenci, M.; Hizal, G.; Yagci, Y. Macromolecules 2002, 35, 8265-8270.
18. (d) Aydin, M.; Arsu, N.; Yagci, Y.; Jockusch, S.; Turro, N. J. Macro-molecules 2005, 38, 4133-4138.
19. (e) Temel, G.; Arsu, N.; Yagci, Y. Polym. Bull. 2006, 57, 51-56.
20. (f) Tasdelen, M. A.; Kumbaraci, V.; Talinli, N.; Yagci, Y. Polymer 2006, 47, 7611-7614.
21. (g) Balta, D. K.; Arsu, N.; Yagci, Y.; Jockusch, S.; Turro, N. J. Macromolecules 2007, 40, 4138-4141.
22. (a) Woo, H.-G.; Hong, L.-Y.; Kim, S.-Y.; Choi, Y.-K.; Kook, S.-K.; Ham, H.-S. Bull. Korean Chem. Soc. 1995, 16, 667-670.
23. (b) Dietlin, C.; Allonas, X.; Morlet-Savary, F.; Fouassier, J. P.; Visconti, M.; Norcini, G.; Romagnano, S. J. Appl. Polym. Sci. 2008, 109, 825-833.
24. (c) Dietlin, C.; Lalevée, J.; Allonas, X.; Fouassier, J. P.; Visconti, M.; Li Bassi, G.; Norcini, G. J. Appl. Polym. Sci. 2008, 107, 246-252.
25. (a) Arsu, N.; Hizai, G.; Yagci, Y. Macromol. Rep. 1995, 1257-1262.
26. (b) Kminek, I.; Yagci, Y.; Schnabel, W Polym. Bull. 1992, 29, 277-282.
27. (c) Peinado, C.; Alonso, A.; Catalina, F.; Schnabel, W. J. Photochem. Photobiol., A 2001, 141, 85-91.
28. (d) West, R.; Wolff, A. R.; Peterson, D. J. J. Radiát. Curing 1986, 13, 35-41
29. (e) Lalevée, J.; Blanchard, N.; El-Roz, M.; Graff, B.; Allonas, X.; Fouassier, J. P. Macromolecules 2008, 41, 4180-4186.
30. (f) Lalevée, J.; Allonas, X.; Fouassier, J. P. Chem. Phys. Lett. 2009, 469, 298-303.
31. (a) Ganster, B.; Fischer, U. K.; Moszner, N.; Liska, R. Macromol. Rapid Commun. 2008, 29, 57-62.
32. (b) Ganster, B.; Fischer, U. K.; Moszner, N.; Liska, R. Macromolecules 2008, 41, 2394-2400.
33. (c) Durmaz, Y. Y.; Moszner, N.; Yagci, Y. Macromolecules 2008, 41, 6714-6718.
34. (a) Lalevée, J.; Allonas, X.; Fouassier, J. P. J. Org. Chem. 2007, 72, 6434-6439.
35. (b) Lalevée, J.; El-Roz, M.; Allonas, X.; Fouassier, J. P. Macromolecules 2007, 40, 8527-8530.
36. (c) Lalevée, J.; Dirani, A.; El-Roz, M.; Allonas, X.; Fouassier, J. P. Macromolecules 2008, 41, 2003-2010.
37. (d) Lalevée, J.; El-Roz, M.; Allonas, X.; Fouassier, J. P. J. Polym. Sci., Part A: Chem. 2008, 46, 2008-2014.
38. Lalevée, J.; Dirani, A.; El-Roz, M.; Allonas, X.; Fouassier, J. P. J. Polym. Sci., Part A: Chem. 2008, 46, 3042-3047.
39. Lalevée, J.; Tehfe, M. A.; Allonas, X.; Fouassier, J. P. Macromolecules 2008, 41, 9057-9062.
40. (a) Kolar, A.; Gruber, H. F.; Greber, G. J. Macromol. Sci., Pure Appl. Chem. 1994, A31 (3), 305-318.
41. (b) Baudin, G.; Jung, T. US Patent Number 7,105,582 B2, 2006.
42. (a) Lalevée, J.; Allonas, X.; Jradi, S.; Fouassier, J. P. Macromolecules 2006, 39, 1872-1879.
43. (b) Lalevée, J.; Zadoina, L.; Allonas, X.; Fouassier, J. P. J. Polym. Sci., Part A: Chem. 2007, 45, 2494-2502.
44. El-Roz, M.; Lalevée, J.; Morlet-Savary, F.; Allonas, X.; Fouassier, J. P. J. Polym. Sci., Part A: Chem. 2008, 46, 7369-7375.
45. (a) Gaussian 03, Revision B.2: Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A., Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Salvador, P.; Dannenberg, J. J.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, L.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.;, M. Head-Gordon, Replogle, E. S.; Pople, J. A. Gaussian, Inc.: Pittsburgh, PA, 2003.
46. (b) Foresman, J. B.;; Frisch, A. Exploring Chemistry with Electronic Structure Methods, 2nd ed.; Gaussian Inc., 1996.
47. Lalevée, J.; Allonas, X.; Fouassier, J. P. J. Am. Chem. Soc. 2002, 124, 9613-9621.
48. (a) Tordo, P. Spin-Trapping: Recent Developments and Applications. In Atherton, N. M., Davies, M. J., Gilbert, B. C., Eds.; Electron Spin Resonance; The Royal Society of Chemistry: Cambridge, 1998; Vol. 16.
49. (b) Chignell, C. F. Pure Appl. Chem. 1990, 62, 301-308.
50. (c) Kotake, Y.; Kuwata, K. Bull. Chem. Soc. Jpn. 1981, 54, 394-399.
51. (d) Alberti, A.; Benaglia, M.; Macciantelli, D.; Rossetti, S.; Scoponi, M. Eur. Polym, J. 2008, 44, 3022-3027.
52. Duling, D. R. J. Magn. Reson., Ser. B 1994, 104, 105-112.
53. Baumann, H.; Timpe, H. J.; Zubarev, V. E.; Fok, N. V.; Mel'nikov, M. V. J. Photochem. 1985, 30, 487-500.
54. Janzen, E. G.; Liu, JI-P. J. Magn. Reson. 1973, 9, 510-512.
55. Yarkov, S. P.; Belevskii, V. N.; Zubarev, V. E. Khim. Vys. Energ. 1980, 14, 115-120.
56. (a) Chandra, H.; Davidson, I. M. T.; Symons, M. C. R. J. Chem. Soc, Faraday Trans. 1 1983, 79, 2705-2711.
57. (b) Alberti, A.; Leardini, R.; Pedulli, G. F.; Tundo, A.; Zanardi, G. Gazz. Chim. Ital. 1983, 113, 869-871.
58. Fouassier, J. P.; Lougnot, D. J.; Scaiano, J. C. Chem. Phys. Lett. 1989, 160, 335-339.
59. Brown, C. E.; Neville, A. G.; Rayner, D. M.; Ingold, K. U.; Lusztyk, J. Amt, J. Chem. 1995, 48, 363-379.
60. Chatgilialoglu, C. In Organosilanes in Radical Chemistry; John Wiley & Sons: New York, 2004.
61. Criqui, A.; Lalevée, J.; Allonas, X.; Fouassier, J. P. Macromol. Chem. Phys. 2008, 209, 2223-2231.
62. Zaborovskiy, A. B.; Lutsyk, D. S.; Prystansky, R. E.; Kopylets, V. L.; Timokhin, V. L.; Chatgilialoglu, C. J. Organomet. Chem. 2004, 689, 2912-2919.
63. El-Roz, M.; Lalevée, J.; Morlet-Savary, F.; Allonas, X.; Fouassier, J. P., to be submitted.
64. Shrestha, N. K.; Yagi, E. J.; Takatori, Y.; Kawai, A.; Kajii, Y.; Shibuya, K.; Obi, K. J. Photochem. Photobiol. A 1998, 116, 179-185.