Isotactic polymers with alternating lactic acid and oxetane subunits from the endoentropic polymerization of a 14-membered ring

Macromolecules

Volumn 37, Issue 14, 2004, Pages 5274-5281

  Zhang, Donghui ^a   Xu, Jianyan ^a   Alcazar Roman, Luis ^a   Greenman, Loren ^a   Cramer, Christopher J ^a   Hillmver, Marc A ^a   Tolman, William B ^a  

^a University of Minnesota   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ENDOENTROPIC POLYMERIZATION; ISOTACTIC POLYMERS; LACTIC ACID; OLIGOMERIC SYSTEMS;

DESORPTION; ENTROPY; GLASS TRANSITION; KINETIC THEORY; MOLECULAR WEIGHT; MONOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PARAMETER ESTIMATION; POLYMER BLENDS; POLYMERIZATION; SIZE EXCLUSION CHROMATOGRAPHY; SOLUBILITY; SYNTHESIS (CHEMICAL); THERMAL EFFECTS; THERMODYNAMICS; TOLUENE;

AROMATIC POLYMERS;

EID: 3242742181     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma049571s     Document Type: Article

References (52)

1. Drumright, R. E.; Gruber, P. R.; Henton, D. E. Adv. Mater. 2000, 12, 1841.
2. Leeson, E. J. Rubber World 1967, 157, 62.
3. Maura, G.; Rinaldi, G. Macromol. Symp. 2001, 176, 39.
4. Kramer, S. Plastverarbeiter 1988, 39, 23.
5. Wilson, A. S., Plasticisers: Principles and Practice; The Institute of Materials: London, 1995.
6. Ohkoshi, I.; Abe, H.; Doi, Y. Polymer 2000, 41, 5985.
7. Maglio, G.; Migliozzi, A.; Palumbo, R.; Immirzi, B.; Volpe, M. G. Macromol. Rapid Commun. 1999, 20, 236.
8. Maglio, G.; Migliozzi, A.; Palumbo, R. Polymer 2003, 44, 369.
9. Lostocco, M. R.; Borzacchiello, A.; Huang, S. J. Macromol. Symp. 1998, 130, 151.
10. Martin, O.; Avèrous, L. Polymer 2001, 42, 6209.
11. Sinclair, R. G. J. Macromol. Sci., Pure Appl. Chem. 1996, A33, 585.
12. Nijenhuis, A. J.; Colstee, E.; Grijpma, D. W.; Pennings, A. J. Polymer 1996, 37, 5849.
13. Sheth, M.; Kumar, R. A.; Davè, V.; Gross, R. A.; McCarthy, S. P. J. Appl. Polym. Sci. 1997, 66, 1495.
14. Yang, J.-M.; Chen, H.-L.; You, J.-W.; Hwang, J. C. Polym. J. (Tokyo) 1997, 29, 657.
15. Hu, Y.; Rogunova, M.; Topolkaraev, V.; Hiltner, A.; Baer, E. Polymer 2003, 44, 5701.
16. Gajria, A. M.; Davè, V.; Gross, R. A.; McCarthy, S. P. Polymer 1996, 37, 437.
17. Park, J. W.; Im, S. S. J. Appl. Polym. Sci. 2002, 86, 647.
18. Park, J. W.; S., I. S. J. Polym. Sci. Part B: Polym. Phys. 2002, 40, 1931.
19. Lostocco, M. R.; Huang, S. J. J. Macromol. Sci., Pure Appl. Chem. 1997, A34, 2165.
20. Ljungberg, N.; Wesslèn, B. Polymer 2003, 44, 7679.
21. Bechtold, K.; Hillmyer, M. A.; Tolman, W. B. Macromolecules 2001, 34, 8641.
22. Jacobsen, S.; Fritz, H. G. Polym. Eng. Sci. 1999, 39, 1303.
23. Brandrup, J.; Immergut, E. H.; Grulke, E. A. Polymer Handbook; John Wiley-Interscience: New York, 1999.
24. Broggini, G.; Molteni, G.; Pilati, T. Tetrahedron: Asymmetry 2000, 11, 1975.
25. Williams, C. K.; Breyfogle, L. E.; Choi, S. K.; Nam, W.; Young, V. G., Jr.; Hillmyer, M. A.; Tolman, W. B. J. Am. Chem. Soc. 2003, 125, 11350.
26. The direction chosen for consideration in Figure 4 is arbitrary; the methine carbon chemical shift could equally as likely be affected by stereogenic centers positioned in the opposite direction along the polymer chain than shown.
27. Duda, A.; Penczek, S. Biopolymers; Wiley-VCH: Weinheim, 2001; Vol. 3b, pp 371-429.
28. Libiszowski, J.; Kowalski, A.; Szymanski, R.; Duda, A.; Raquez, J.-M.; Degée, P.; Dubois, P. Macromolecules 2004, 37, 52.
29. Fey, T.; Keul, H.; Hocker, H. Macromolecules 2003, 36, 3882.
30. Dainton, F. S.; Ivin, K. J. Quart. Revs. (London) 1958, 12, 61.
31. Hodge, P.; Kamau, S. D. Angew. Chem., Int. Ed. 2003, 42, 2412.
32. Kamau, S. D.; Hodge, P.; Helliwell, M. Polym. Adv. Technol. 2003, 14, 492.
33. Hodge, P. React. Funct. Polym. 2001, 48, 15.
34. Hall, A. J.; Hodge, P. React. Funct. Polym. 1999, 41, 133.
35. Evstropov, A. A.; Lebedev, B. V.; Kiparisova, E. G. Vysokomol. Soedin. 1983, A25, 1679.
36. For other model ring-strain definitions, see: March, J., Advanced Organic Chemistry, 4th ed.; John Wiley & Sons: New York, 1992; pp 150-157.
37. Duda, A.; Penezek, S. Macromolecules 1990, 23, 1636.
38. Nishida, H.; Yamashita, M.; Endo, T.; Tokiwa, Y. Macromolecules 2000, 33, 6982.
39. Save, M.; Schappacher, M.; Soum, A. Macromol. Chem. Phys. 2002, 203, 889.
40. Fox, T. G. Bull. Am. Phys. Soc. 1956, 1, 123.
41. Cramer, C. J. Essentials of Computational Chemistry: Theories and Models; Wiley: Chichester, 2002.
42. Easton, R. E.; Giesen, D. J.; Welch, A.; Cramer, C. J.; Truhlar, D. G. Theor. Chim. Acta 1996, 93, 281.
43. Burkert, U.; Allinger, N. L. Molecular Mechanics; ACS Monograph 177; American Chemical Society: Washington, DC, 1982.
44. Li, J.; Hawkins, G. D.; Cramer, C. J.; Truhlar, D. G. Chem. Phys. Lett. 1998, 288, 293.
45. (a) Becke, A. D. Phys. Rev. A 1988, 38, 3098.
46. (b) Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
47. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785.
48. Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623.
49. Hehre, W. J.; Radom, L.; Schleyer, P. v. R.; Pople, J. A. Ab Initio Molecular Orbital Theory; Wiley: New York, 1986; pp 79-82.
50. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; 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.; Gonzalez, C.; Pople, J. A. Gaussian 03 (Revision B.01); Gaussian, Inc.: Pittsburgh, PA, 2003.
51. ChemBats3D, version 5.0, CambridgeSoft Inc.
52. MacroModel, version 6.0, Schrödinger LLC.