Reactivity of vinyl ethers and vinyl ribosides in UV-initiated free radical copolymerization with acceptor monomers

Biomacromolecules

Volumn 11, Issue 9, 2010, Pages 2415-2421

  Pichavant, Loic ^a   Guillermain, Cè Line ^a   Coqueret, Xavier ^a  

^a UNIVERSITÉ DE REIMS CHAMPAGNE ARDENNE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALTERNATING COPOLYMERIZATION; BULK STATE; DIETHYL FUMARATE; DIETHYL MALEATE; FREE RADICAL COPOLYMERIZATION; FUMARATES; H-BONDING; HANSEN PARAMETER; KINETIC DATA; KINETIC PROFILES; MONOMER BLENDS; POLYMERIZATION RATES; RENEWABLE FEEDSTOCKS; RIBOSIDES; UNSATURATED MONOMER; VINYL ETHERS;

COPOLYMERIZATION; COPOLYMERS; ETHERS; FREE RADICALS; INFRARED SPECTROSCOPY; ORGANIC COMPOUNDS; UNSATURATED POLYMERS;

MONOMERS;

ETHER DERIVATIVE; FREE RADICAL; FUMARIC ACID DERIVATIVE; MALEIC ACID DIETHYL ESTER; VINYL DERIVATIVE; FUMARIC ACID DIETHYL ESTER; MALEIC ACID DERIVATIVE; POLYMER; POLYVINYLCHLORIDE; RIBOSE; VINYL ETHER;

ARTICLE; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; HYDROGEN BOND; INFRARED SPECTROSCOPY; PHOTOCHEMISTRY; POLYMERIZATION; PRIORITY JOURNAL; REACTION ANALYSIS; REACTION TIME; STRUCTURE ACTIVITY RELATION; ULTRAVIOLET RADIATION; CHEMISTRY; SYNTHESIS;

FREE RADICALS; FUMARATES; MALEATES; POLYMERIZATION; POLYMERS; POLYVINYL CHLORIDE; RIBOSE; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; ULTRAVIOLET RAYS; VINYL COMPOUNDS;

EID: 79952117226     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm1005883     Document Type: Article

References (50)

1. Linderblad, M. S.; Liu, Y.; Albertsson, A. C.; Ranucci, E.; Karlsson, S. In Polymers from Renewable Resources; Springer: Berlin, 2001.
2. Pichavant, L.; Guillermain, C.; Duchiron, S.; Coqueret, X. Biomacromolecules 2009, 10, 400-407.
3. Buchholz, K.; Yaacoub, E.; Warn, S.; Skeries, B.; Wick, S.; Boeker, M. Ger. Pat. Appl. 4408391, 1995.
4. Deppe, O.; Glumer, A.; Yu, S.; Buchholz, K. Carbohydr. Res. 2004, 339, 2077-2082.
5. Black, W. A. P.; Dewar, E. T.; Rutherford, D. J. Chem. Soc. 1963, 9, 4433-4439.
6. Anastas, P.; Warner, J. In Green Chemistry: Theory and Practice; Oxford University Press: Oxford, U. K., 1998.
7. Yaacoub, E. J.; Wick, S.; Buchholz, K. Macromol. Chem. Phys. 1995, 196, 3155-3170.
8. Gluemer, A.; Yaacoub, E. J. Macromol. Chem. Phys. 2000, 201, 1521-1531.
9. Gluemer, A.; Skeries, B. D.; Buchholz, K. Macromol. Chem. Phys. 2004, 205, 73-82.
10. Boltres, D.; Schmalbruch, B.; Buchholz, K. Macromol. Chem. Phys. 2004, 205, 1508-1518.
11. Trofimov, B. A.; Parshina, L. N.; Oparina, L. A.; Tantsyrev, A. P.; Khil'ko, M. Y.; Vysotskaya, O. V.; Stepanov, A. V.; Gusarova, N. K.; Henkelmann, J. Tetrahedron 2007, 63, 11661-11665.
12. Braun, D.; Hu, F. Prog. Polym. Sci. 2006, 31, 239-276.
13. Wei, H.; Lee, T. Y.; Miao, W.; Fortenberry, R.; Magers, D. H.; Hait, S.; Guymon, A. C.; Jonsson, S. E.; Hoyle, C. E. Macromolecules 2007, 40, 6172-6180.
14. Mulliken., R. S.; Pearson, W. B. In Molecular Complexes: A Lecture and Reprint Volume; Wiley-Interscience: New York, 1969.
15. Mayo, F. R.; Lewis, F. M. J. Am. Chem. Soc. 1944, 66, 1594-1601.
16. Olson, K. G.; Butler, G. B. Macromolecules 1984, 17, 2480-2486.
17. Olson, K. G.; Butler, G. B. Macromolecules 1984, 17, 2486-2501.
18. Carta, F. S.; Soccol, C. R.; Ramos, L. P.; Fontana, J. D. Bioresour. Technol. 1998, 68, 23-28.
19. Fouassier, J. P.; Rabek, J. F. In Radiation Curing in Polymer Science and Technology: Polymerization Mechanisms; Elsevier Science Publishers, London, 1993; Vol. 3.
20. Decker, C.; Moussa, K. Macromolecules 1989, 22, 4455-4462.
21. Jansen, J. F. G. A.; Dias, A. A.; Dorschu, M.; Coussens, B. Macromolecules 2002, 35, 7529-7531.
22. Weintraub, P. M.; King, C.-H. R. J. Org. Chem. 1997, 62, 1560-1562.
23. Bosch, M.; Handerson, S.; Schlaf, M. J. Carbohydr. Chem. 2008, 27, 103-112.
24. Bosch, M.; Schlaf, M. J. Org. Chem. 2003, 68, 5225-5227.
25. Fischer, E. Chem. Ber. 1893, 26, 2412-2415.
26. Jones, J. K. N.; Kent, P. W.; Stacey, M. J. Chem. Soc. 1947, 1341-1344.
27. Finch, P.; Iskander, G. M.; Siriwardena, A. H. Carbohydr. Res. 1991, 210, 319-325.
28. Mereyala, H. B.; Lingannagaru, S. R. Tetrahedron 1997, 53, 17501-17512.
29. Mereyala, H. B.; Guntha, S. Tetrahedron Lett. 1993, 34, 6929-6930.
30. Handerson, S.; Schlaf, M. Org. Lett. 2002, 4, 407-409.
31. Clacens, J. M.; Pouilloux, Y.; Barrault, J. Appl. Catal., A 2002, 227, 181-190.
32. Barker, R.; Fletcher, H. G. J. Org. Chem. 1961, 26, 4605-4609.
33. Behr, J. B.; Erard, A.; Guillerm, G. Eur. J. Org. Chem. 2002, 7, 1256-1262.
34. Otsu, T.; Toyoda, N. Polym. Bull. 1984, 11, 453-458.
35. Otsu, T.; Shiraishi, K.; Matsumoto, A. J. Polym. Sci., Part A: Polym. Chem. 1993, 31, 885-890.
36. Patacz, C.; Defoort, B.; Coqueret, X. Radiat. Phys. Chem. 2000, 59, 329-337.
37. Lewis, F. M.; Walling, C.; Cummings, W.; Brings, E. R.; Mayo, F. R. J. Am. Chem. Soc. 1948, 70, 1519-1523.
38. Ratzsch, M.; Buttner, B.; Steinert, V. Makromol. Chem. 2003, 186, 31-35.
39. Berchtold, K. A.; Nie, J.; Stansbury, J. W.; Hacioglu, B.; Beckel, E. R.; Bowman, C. N. Macromolecules 2004, 37, 3165-3179.
40. Kilambi, H.; Beckel, E. R.; Berchtold, K. A.; Stansbury, J. W.; Bowman, C. N. Polymer 2005, 46, 4735-4742.
41. Kilambi, H.; Reddy, S. K.; Beckel, E. R.; Stansbury, J. W.; Bowman, C. N. Chem. Mater. 2007, 19, 641-643.
42. Jansen, J. F. G. A.; Dias, A. A.; Doeschu, M.; Coussens, B. Macromolecules 2003, 36, 3861-3873.
43. Lee, T. Y.; Roper, T. M.; Jönsson, E. S.; Guymon, C. A.; Hoyle, C. E. Macromolecules 2004, 37, 3659-3665.
44. Maurizur, J. FP.; Zhou, H.; Hoyle, C. E.; Mathias, L. J. Polymer 2010, 51, 848-853.
45. Zhou, H.; Li, Q.; Hoyle, C. E. Macromolecules 2009, 42, 2994-2999.
46. Turro, N. J.; Kleinman, M. H.; Karatekin, E. Angew. Chem., Int. Ed. 2000, 39, 4437-4461.
47. Valderas, C.; Bertolotti, S.; Previtali, C. M.; Encinas, M. V. J. Polym. Sci., Part A: Polym. Chem. 2002, 40, 2888-2893.
48. Barton, A. F. M. In CRC Handbook of Solubility Parameters and Other Cohesion Parameters, 2nd ed.; CRC Press, Boca Raton, FL, 1991.
49. Stefanis, E.; Panayiotou, C. Int. J. Thermophys. 2008, 29, 568-585.
50. Constantinou, L.; Prickett, S. E.; Mavrovouniotis, M. L. Ind. Eng. Chem. Res. 1993, 32, 1734-1746.