Structure-property relationships of polyselenoethers [-(CH 2)ySe-]x (y = 1, 2, and 3) and related polyethers and polysulfides

Journal of Physical Chemistry B

Volumn 112, Issue 32, 2008, Pages 9613-9624

  Sasanuma, Yuji ^a   Watanabe, Akinori ^a   Tamura, Kenta ^a  

^a CHIBA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

STRUCTURE-PROPERTY RELATIONSHIPS; THERMAL PROPERTIES;

ERROR ANALYSIS;

EID: 50549101230     PISSN: 15206106     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp800597s     Document Type: Article

References (78)

1. Kambara, S. Private Remarks on Molecular Design In Molecular Design of Polymers (Koubunshi no Bunshi Sekkei); Kawai, T., Uno, K., Oya, M., Komoto, T., Tsuchida, E., Nakajima, T., Fukada, E., Yamazaki, N., Yamada, N., Eds.; Baifukan: Tokyo, 1972; Vol. 3, pp 3-7. (written in Japanese).
2. For example, we guess the following future. A scientist sits before a computer terminal to specify some structures, physical properties, and/or functions and search for the candidate polymers. The computer shows a list of the fitted polymers on the display. The selection is based on theoretical computations for existent and nonexistent polymers as well as database on existent polymers; therefore, the list includes nonexistent polymers. If the scientist chooses one of them, the computer returns detailed information on the synthetic routes, costs, toxicity, etc. If a synthetic method is indicated, the computer transmits the data to an automatic polymer synthesizer. On the next morning, he or she will find the polymer precipitated in a flask placed inside the synthesizer.
3. Sasanuma, Y.; Asai, S.; Kumagai, R. Macromolecules 2007, 40, 3488.
4. Sasanuma, Y.; Kumagai, R. Macromolecules 2007, 40, 7393.
5. Sawanobori, M.; Sasanuma, Y.; Kaito, A. Macromolecules 2001, 34, 8321.
6. Sasanuma, Y.; Ohta, H.; Tourna, I.; Matoba, H.; Hayashi, Y.; Kaito, A. Macromolecules 2002, 35, 3748.
7. Sasanuma, Y.; Sugita, K. Polym. J. 2006, 38, 983.
8. Sasanuma, Y.; Watanabe, A. Macromolecules 2006, 39, 1646.
9. Sasanuma, Y. J. Phys. Chem. 1994, 98, 13486.
10. Sasanuma, Y. Macromolecules 1995, 28, 8629.
11. Sasanuma, Y.; Iwata, T.; Kato, Y.; Kato, H.; Yarita, T.; Kinugasa, S.; Law, R. V. J. Phys. Chem. A 2001, 105, 3277.
12. Sasanuma, Y.; Hayashi, Y.; Matoba, H.; Tourna, I.; Ohta, H.; Sawanobori, M.; Kaito, A. Macromolecules 2002, 35, 8216.
13. Mortillaro, L.; Credali, L.; Russo, M.; De Checchi, C. J. Polym. Sci., Part B: Polym. Lett. 1965, 3, 581.
14. Carazzolo, G.; Mortillaro, L.; Credali, L.; Bezzi, S. J. Polym. Sci., Part B: Polym. Lett. 1965, 3, 997.
15. Carazzolo, G.; Valle, G. J. Polym. Sci., Part A 1965, 3, 4013.
16. Prince, M.; Bremer, B. J. Polym. Sci., Part B: Polym. Lett. 1967, 5, 843.
17. Russo, M.; Mortillaro, L.; Credali, L.; De Checchi, C. J. Polym. Sci., Part A-1: Polym. Chem. 1966, 4, 248.
18. Carazzolo, G.; Mammi, M. Makromol. Chem. 1967, 200, 28.
19. Carazzolo, G.; Mammi, M. J. Polym. Sci., Part C: Polym. Symp. 1967, 16, 1521.
20. 13
21. Sandrolini, F.; Manaresi, P.; Pietra, S.; Mortillaro, L.; Russo, M. J. Polym. Sci., Part B: Polym. Lett. 1970, 8, 749.
22. Organoselenium compounds including polyselenoethers have often been prepared in similar manners for the corresponding organic sulfides.
23. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, Jr., 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.; Bakken, V.; 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. Gaussian03, revision D.01; Gaussian, Inc.: Wallingford, CT, 2004.
24. 27
25. Perdew, J. P.; Burke, K.; Ernzerhof, M. Phys. Rev. Lett. 1996, 77, 3865.
26. Koch, W.; Holthausen, M. C. A Chemist's Guide to Density Functional Theory; Wiley-VCH: Weinheim, Germany, 2000; Chapter 9.
27. Wadt, W. R.; Hay, P. J. J. Chem. Phys. 1985, 82, 284.
28. Kudin, K. N.; Scuseria, G. E. Chem. Phys. Lett. 1998, 289, 611.
29. Kudin, K. N.; Scuseria, G. E. Phys. Rev. B 2000, 61, 16440.
30. O'Boyle, N. M. GaussSum 2.1, 2007; available at http://gausssum.sf.net.
31. Dovesi, R.; Saunders, V. R.; Roetti, C.; Orlando, R.; Zicovich-Wilson, C. M.; Pascale, F.; Civalleri, B.; Doll, K.; Harrison, N. M.; Bush, I. J.; D'Arco, Ph.; Llunell, M. CRYSTAL06; University of Torino: Torino, Italy, 2006. For the details, see CRYSTAL06 User's Manual available at http://www.crystal. unito.it.
32. Gulliver, D. J.; Hope, E. G.; Levason, W.; Murray, S. G.; Potter, D. M.; Marshall, G. L. J. Chem. Soc., Perkin Trans. 1984, 2, 429.
33. Budzelaar, P. H. M. gNMR, version 5.0. IvorySoft & Adept Scientific pic: Letchworth, U.K., 2004.
34. seH can not determined only from the simulation, and hence the absolute values are given.
35. Flory, P. J. Statistical Mechanics of Chain Molecules; Wiley & Sons: New York, 1969.
36. Mattice, W. L.; Suter, U. W. Conformational Theory of Large Molecules: The Rotational Isomeric State Model in Macromolecular Systems; Wiley & Sons: New York, 1994.
37. j matrices shown in Appendix S1 have been adopted here.
38. 40 However, this study has dealt with only well-defined interactions under the 9 × 9 matrix scheme.
39. Onsager, L. J. Am. Chem. Soc. 1936, 58, 1486.
40. Sasanuma, Y.; Teramae, F.; Yamashita, H.; Hamano, I.; Hattori, S. Macromolecules 2005, 38, 3519.
41. Tsuzuki, S.; Uchimaru, T.; Tanabe, K.; Hirano, T. J. Phys. Chem. 1993, 97, 1346.
42. Jaffe, R. L.; Smith, G. D.; Yoon, D. Y. J. Phys. Chem. 1993, 97, 12745.
43. Kirby, A. J. The Anomeric Effect and Related Stereoelectronic Effects at Oxygen; Springer-Verlag: Berlin, 1983.
44. Juaristi, E.; Cuevas, G. The Anomeric Effect; CRC Press: Boca Raton, FL, 1995.
45. Salzner, U.; Schleyer, P. v. R. J. Am. Chem. Soc. 1993, 115, 10231.
46. Reed, A. E.; Curtiss, L. A.; Weinhold, F. Chem. Rev. 1988, 88, 899.
47. Glendening, E. D.; Reed, A. E.; Carpenter, J. E.; Weinhold, F. NBO version 3.1; Theoretical Chemistry Institute and Department of Chemistry, University of Wisconsin: Madison, WI.
48. 5-12 (mentioned in the Introduction) and references cited therein. The crystallographic data are taken from the following papers. PMO, (a) Uchida, T.; Tadokoro, H. J. Polym. Sci., Part A-2 1967, 5, 63. PEO,
49. (b) Tadokoro, H.; Chatani, Y.; Yoshihara, T.; Tahara, S.; Murahashi, S. Makromol. Chem. 1964, 73, 109.
50. (c) Takahashi, Y.; Tadokoro, H. Macromolecules 1973, 6, 672.
51. (d) Takahashi, Y.; Sumita, I.; Tadokoro, H. J. Polym. Sci., Polym. Phys. Ed. 1973, 11, 2113.
52. (e) Tashiro, K.; Tadokoro, H. Rep. Prog. Poly. Phys. Jpn. 1978, 21, 417. PTMO,
53. (f) Tadokoro, H.; Takahashi, Y.; Chatani, Y.; Kakida, H. Makromol. Chem. 1967, 109, 96. Isotactic PPO,
54. (g) Cesari, M.; Perego, G.; Marconi, W. Makromol. Chem. 1966, 94, 194. PMS,
55. (h) Carazzolo, G.; Valle, G. Makromol. Chem. 1966, 90, 66. PES,
56. (i) Takahashi, Y.; Tadokoro, H.; Chatani, Y. J. Macromol. Sci., Phys. 1968, B2, 361. PTMS,
57. (j) Sakakihara, H.; Takahashi, Y.; Tadokoro, H. Discuss. Meeting Soc. Polym. Sci., Jpn., Tokyo, Prepr. 1969, 407. Isotactic PPS,
58. m values shown in Table 10 were selected partly from the papers here and mainly from the PolyInfo Database (http://polymer.nims.go.jp/) provided by the Materials Information Technology Station of the National Institute for Materials Science, Japan.
59. Takahashi, Y.; Tadokoro, H.; Hirano, T.; Sato, A.; Tsuruta, T. J. Polym. Sci., Polym. Phys. Ed. 1975, 13, 285.
60. Sakakihara, H.; Takahashi, Y.; Tadokoro, H.; Oguni, N.; Tani, H. Macromolecules 1973, 6, 205.
61. 49,50 on the crystal structures, the (S)-optical forms are used as the models. For consistency with our previous and present papers, the discussion here is based on the (R)-configurations.
62. Sasanuma, Y.; Ono, T.; Kuroda, Y.; Miyazaki, E.; Hikino, K.; Arou, J.; Nakata, K.; Inaba, H.; Tozaki, K.; Hayashi, H.; Yamaguchi, K. J. Phys. Chem. B 2004, 108, 13163.
63. Tadokoro, H. Structure of Crystalline Polymers; Wiley & Sons: New York, 1979; Chapter 8.
64. Sasanuma, Y.; Hattori, S.; Imazu, S.; Ikeda, S.; Kaizuka, T.; Iijima, T.; Sawanobori, M.; Azam, M. A.; Law, R. V.; Steinke, J. H. G. Macromolecules 2004, 37, 9169.
65. Brant, D. A.; Miller, W. G.; Flory, P. J. J. Mol. Biol. 1967, 23, 47.
66. Tonelli, A. E. J. Chem. Phys. 1970, 52, 4749, 53, 4339.
67. Mark, J. E. J. Chem. Phys. 1977, 67, 3300.
68. Abe, A. Macromolecules 1980, 13, 546.
69. j matrices must be scaled so that the crystal conformation has the statistical weight of unity.
70. conf values of PMO and PMS were given in the unit of per mole of skeletal bond; here, the thermodynamic parameters have been evaluated in the unit of per mole of monomeric unit.
71. conf value here may indirectly represent the motional effects to a certain extent.
72. inter terms are closely interdependent.
73. Chatani, Y.; Kobatake, T.; Tadokoro, H.; Tanaka, R. Macromolecules 1982, 15, 170.
74. For PMO, the DOS calculations were attempted with the geometrical parameters as determined by X-ray diffraction and gave a DOS profile nearly identical to that shown in Figure 8.
75. Dobbs, K. D.; Hehre, W. J. J. Comput. Chem. 1986, 7, 359.
76. Ugliengo, P.; Viterbo, D.; Chiari, G. Z. Kristallogr. 1993, 207, 9.
77. Bondi, A. J. Phys. Chem. 1964, 68, 441.
78. Ordinarily, the band structure is represented with respect to critical points within the first Brillouin zone. This is meaningful especially for highly symmetric cells such as body-and face-centered cubics of metals and inorganic substances. Owing to the anisotropy of the PESe chain in the orthorhombic lattice, the band energies are plotted against paths passing through the conventional reciprocal lattice points.