Original diols from sunflower and ricin oils: Synthesis, characterization, and use as polyurethane building blocks

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 50, Issue 9, 2012, Pages 1766-1782

  Palaskar, Dnyaneshwar V ^a,b   Boyer, Aurélie ^a,b   Cloutet, Eric ^a,b   Le Meins, Jean François ^a,b   Gadenne, Benoit ^c   Alfos, Carine ^c   Farcet, Céline ^d   Cramail, Henri ^a,b  

^a UNIVERSITÉ DE BORDEAUX   (France)

^b UNIVERSITÉ BORDEAUX 1   (France)

^c ITERG   (France)

^d L ORÉAL RECHERCHE   (France)

Author keywords

biopolymers; DOSY; oleic acid; polyurethane; renewable resources; ricin oil; structure property relations; sunflower oil; thiol ene; vegetable oil

Indexed keywords

BUILDING BLOCKES; BULK POLYMERIZATION; DIESTERS; DOSY NMR; FTIR; ISOPHORONE DIISOCYANATE; MONOESTERS; RENEWABLE RESOURCE; RHEOLOGICAL PROPERTY; RING OPENING OF EPOXIDE; STRUCTURAL CHARACTERIZATION; STRUCTURE PROPERTY RELATION; THERMO-MECHANICAL; THIOL-ENES;

BIOPOLYMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OLEIC ACID; POLYURETHANES; TIN; VEGETABLE OILS;

SYNTHESIS (CHEMICAL);

EID: 84858954984     PISSN: 0887624X     EISSN: 10990518     Source Type: Journal    
DOI: 10.1002/pola.25944     Document Type: Article

References (53)

1. Biermann, U.; Friedt, W.; Lang, S.; Luhs, W.; Machmuller, G.; Metzger, J. O.; Rusch gen. Klaas, M.; Schafer, H. J.; Scheider, M. P., Angew. Chem. Int. Ed. Engl. 2000, 39, 2206-2224.
2. Karlheinz, H., Pure. Appl. Chem. 2000, 72, 1255-1264.
3. Biermann, U.; Bornscheuer, U.; Meier, M. A. R.; Metzger, J. O.; Schafer, H. J., Angew. Chem. Int. Ed. Engl. 2011, 50, 3854-3871.
4. Gandini, A., Macromolecules 2008, 41, 9491-9504.
5. Gunera, F. S.; Yagcci, Y.; Erciyes, A. T., Prog. Polym. Sci. 2006, 31, 633-670.
6. Lligadas, G.; Ronda, J. C.; Galia, M.; Cadiz, V., J. Polym. Sci. Part A: Polym. Chem. 2006, 44, 5630-5644.
7. Lligadas, G.; Callau, L.; Ronda, J. C.; Galia, M.; Cadiz, V., J. Polym. Sci. Part A: Polym. Chem. 2005, 43, 6295-6307.
8. Pelletier, H.; Belgacem, N.; Gandini, A., J. Appl. Polym. Sci. 2006, 99, 3218-3221.
9. Uyama, H.; Kuwabara, M.; Tsujimoto, T.; Kobayashi, S., Biomacromolecules 2003, 4, 211-215.
10. Esen, H.; Kusefoglu, S. H., J. Appl. Polym. Sci. 2003, 89, 3882-3888.
11. Bunker, S. P.; Wool, R. P., J. Polym. Sci. Part A: Polym. Chem. 2002, 40, 451-458.
12. Petrovic, Z.; Guo, A.; Zhang, W., J. Polym. Sci. Part A: Polym. Chem. 2000, 38, 4062-4069.
13. Petrovic, Z. S., Polym. Rev. 2008, 48, 109-155.
14. Lligadas, G.; Ronda, J. C.; Galia', M.; Cadiz, V., Biomacromolecules 2010, 11, 2825-2835.
15. Hu, Y. H.; Gao, Y.; Wang, D. N.; Hu, C. P.; Zu, S.; Vanoverloop, L.; Randall, D., J. Appl. Polym. Sci. 2002, 84, 591-597.
16. Mosiewicki, M. A.; Casado, U.; Marcovich, N. E.; Aranguren, M. I., Polym. Eng. Sci. 2009, 49, 685-692.
17. Zlatanic, A.; Lava, C.; Zhang, W.; Petrovic, Z. S., J. Polym. Sci. Part B: Polym. Phys. 2004, 42, 809-819.
18. Kong, X.; Tan, S.; Narine, S. S., J. Appl. Polym. Sci. 2009, 114, 139-148.
19. Zhang, L.; Jeon, H. K.; Malsam, J.; Herrington, R.; Macosko, C. W., Polymer 2007, 48, 6656-6667.
20. Guo, A.; Cho, Y.-J.; Petrovic, Z. S., J. Polym. Sci. Part A: Polym. Chem. 2000, 38, 3900-3910.
21. Zlatanic, A.; Petrovic, Z. S.; Dusek, K., Biomacromolecules 2002, 3, 1048-1056.
22. Guo, A.; Demydov, D.; Zhang, W.; Petrovic, Z. S., J. Polym. Environ. 2002, 10, 49-52.
23. Petrovic, Z.; Zhang, W.; Javni, I., Biomacromolecules 2005, 6, 713-719.
24. Oprea, S., J. Am. Oil Chem. Soc. 2010, 87, 313-320.
25. Chen, S.; Wang, Q.; Pei, X.; Wang, T., J. Appl. Polym. Sci. 2010, 118, 1144-1151.
26. Petrovic, Z. S.; Cvetkovic, I.; Hong1, D.; Wan1, X.; Zhang, W.; Braham, T. W.; Malsam, J., Eur. J. Lipid Sci. Technol. 2010, 112, 97-102.
27. Lligadas, G.; Ronda, J. C.; Galia, M.; Biermann, U.; Metzger, J. O., J. Polym. Sci. Part A: Polym. Chem. 2006, 44, 634-645.
28. Lligadas, G.; Ronda, J. C.; Galia, M.; Cadiz, V., Biomacromolecules 2007, 8, 1858-1864.
29. Hojabri, L.; Kong, X.; Narine, S. S., J. Polym. Sci. Part A: Polym. Chem. 2010, 48, 3302-3310.
30. Hojabri, L.; Kong, X.; Narine, S. S., Biomacromolecules 2010, 11, 911-918.
31. Espinosa, L. M.; Meier, M. A. R., Eur. Polym. J. 2011, 47, 837-852.
32. Rybak, A.; Meier, M. A. R., Green Chem. 2007, 9, 1356-1361.
33. Djigoue, G. B.; Meier, M. A. R., Appl. Catal. A 2009, 368, 158-162.
34. Rybak, A.; Meier, M. A. R., Green Chem. 2008, 10, 1099-1104
35. Jacobs, T.; Rybak, A.; Meier, M. A. R., Appl. Catal. A 2009, 353, 32-35.
36. Turunc, O.; Meier, M. A. R., Macromol. Rapid Commun. 2010, 31, 1822-1826.
37. Quinzler, D.; Mecking, S., Angew. Chem. Int. Ed. Engl. 2010, 49, 4306-4308.
38. Palaskar, D. V.; Boyer, A.; Cloutet, E.; Alfos, C.; Cramail, H., Biomacromolecules 2010, 11, 1202-1211.
39. Boyer, A.; Cloutet, E.; Tassaing, T.; Gadenne, B.; Alfos, C.; Cramail, H., Green Chem. 2010, 12, 2205-2213
40. More, A. S.; Palaskar, D. V.; Cloutet, E.; Gadenne, B.; Alfos, C.; Cramail, H., Polym. Chem. 2011, 2, 2796-2803.
41. Cramail, H.; Boyer, A.; Cloutet, E.; Bakhiyi, R.; Alfos, C., WO Patent 2011/030076, 2011.
42. Cramail, H.; Boyer, A.; Cloutet, E.; Alfos, C., WO Patent 2011/030075, 2011.
43. Cramail, H.; Boyer, A.; Cloutet, E.; Alfos, C., WO Patent 2011/045536, 2011.
44. Lathi, P. S.; Mattiasson, B., Appl. Cat. B: Environ. 2007, 69, 207-212.
45. Hoyle, C. E.; Bowman, C. N., Angew. Chem. Int. Ed. Engl. 2010, 49, 1540-1573.
46. Desroches, M.; Caillol, S.; Lapinte, V.; Auvergne, R.; Boutevin, B., Macromolecules 2011, 44, 2489-2500.
47. Gonzalezpaz, R. J.; Lluch, C.; Lligadas, G.; Ronda, J. C.; Gallia, M.; Cadiz, V., J. Polym. Sci. Part A: Polym. Chem. 2011, 49, 2407-2416.
48. Cramer, N. B.; Scott, J. P.; Bowman, C. N., Macromolecules 2002, 35, 5361-5365.
49. Dyer, E.; Taylor, H. A.; Mason, S. J.; Sampson, J., J. Am. Chem. Soc. 1949, 71, 4106-4109.
50. Ajithkumar, S.; Kansara, S. S.; Patel, N. K., Eur. Polym. J. 1998, 34, 1273-1276.
51. Liu, C.; Andjelic', S.; Zhou, J.; Xu, Y.; Vailhe, C.; Vetrecin, R., J. Mater. Sci.: Mater. Med. 2008, 19, 3481-3487.
52. Odian, G. G., In Principles of Polymerization, 4th ed.; Wiley-Interscience: New York, 2004; Chapter 2; pp 39-197.
53. Rouse, E. P., J. Chem. Phys. 1953, 21, 1272-1280.